Recent Reviews. 46 - The Journal of Organic Chemistry (ACS

Veronica M. Cornel, and Dennis C. Liotta. Department of Chemistry, Emory University, Atlanta, Georgia 30322. J. Org. Chem. , 1997, 62 (21), pp 7522–...
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J. Org. Chem. 1997, 62, 7522-7530

Recent Reviews. 46 compiled by Veronica M. Cornel and Dennis C. Liotta Department of Chemistry, Emory University, Atlanta, Georgia 30322

Reviews are listed in order of appearance in the sources indicated. In multidisciplinary review journals, only those reviews which fall within the scope of this Journal are included. Sources are listed alphabetically in three categories: regularly issued review journals and series volumes, contributed volumes, and other monographs. Titles are numbered serially, and these numbers are used for reference in the index. Major English-language sources of critical reviews are covered. Encyclopedic treatises, annual surveys such as Specialist Periodical Reports, and compilations of symposia proceedings are omitted. This installment of Recent Reviews covers principally the middle part of the 1997 literature. Previous installment: J. Org. Chem. 1997, 62(14), 4886-94. These Recent Review articles are now also available in a database form on the ACS Organic Division WWW site http://www.organic.emory.edu/acsorg/

Regularly Issued Journals and Series Volumes Accounts of Chemical Research 1. Varani, G. RNA-Protein Intermolecular Recognition. 1997, 30(5), 189-95. 2. Barbara, P. F.; Bout, D. A. V.; Kerimo, J. Near-Field Optical Studies of Thin-Film Mesostructured Organic Materials. 1997, 30(5), 204-12. 3. Gajewski, J. J. The Claisen Rearrangement. Response to Solvents and Substituents: The Case for Both Hydrophobic and Hydrogen Bond Acceleration in Water and For a Variable Transition State. 1997, 30(5), 21925. 4. Berson, J. A. A New Class of Non-Kekule´ Molecules with Tunable Singlet-Triplet Energy Spacings. 1997, 30(6), 238-44. 5. Olah, G. A.; Rasul, G. From Kekule´’s Tetravalent Methane to Five-, Six-, and Seven-Coordinate Protonated Methanes. 1997, 30(6), 245-50. 6. Dolphin, D.; Traylor, T. G.; Xie, L. Y. Polyhaloporphyrins: Unusual Ligands for Metals and Metal-Catalyzed Oxidations. 1997, 30(6), 251-9. 7. Seefeldt, L. C.; Dean, D. R. Role of Nucleotides in Nitrogenase Catalysis. 1997, 30(6), 260-6. 8. Kirby, A. J. Efficiency of Proton Transfer Catalysis in Models and Enzymes. 1997, 30(7), 290-6. Aldrichimica Acta 9. Ager, D. J.; Prakash, I.; Schaad, D. R. Chiral Oxazolidinones in Asymmetric Synthesis 1997, 30(1), 3-12. 10. Donaldson, W. A. Preparation and Reactivity of Acyclic (Pentadienyl)iron(1+) Cations: Applications to Organic Synthesis. 1997, 30(1), 17-24. 11. Dondoni, A.; Perrone, D. Thiazole-Based Routes to Amino Hydroxy Aldehydes, and Their Use for the Synthesis of Biologically Active Compounds. 1997, 30(2), 3546. 12. Mascaretti, O. A.; Furla´n, R. L. E. Esterifications, Transesterifications, and Deesterifications Mediated by S0022-3263(97)04983-9 CCC: $14.00

Organotin Oxides, Hydroxides, and Alkoxides. 1997, 30(2), 55-68. Chemical Reviews 13. Gimeno, M. C.; Laguna, A. Three- and FourCoordinate Gold(I) Complexes. 1997, 97(3), 511-22. 14. Fruhauf, H.-W. Metal-Assisted Cycloaddition Reactions in Organotransition Metal Chemistry. 1997, 97(3), 523-96. 15. Barlow, S.; O’Hare, D. Metal-Metal Interactions in Linked Metallocenes. 1997, 97(3), 637-69. 16. Mehta, G.; Srikrishna, A. Synthesis of Polyquinane Natural Products: An Update. 1997, 97(3), 671-719. 17. Kessar, S. V.; Singh, P. Lewis Acid Complexation of Tertiary Amines and Related Compounds: A Strategy for R-Deprotonation and Stereocontrol. 1997, 97(3), 72137. 18. Scheeline, A.; Olson, D. L.; Larter, R. The Peroxidase-Oxidase Oscillator and Its Constituent Chemistries. 1997, 97(3), 739-56. 19. Prakash, G. K. S.; Yudin, A. K. Perfluoroalkylation with Organosilicon Reagents. 1997, 97(3), 757-86. 20. Boger, D. L.; Boyce, C. W.; Goldberg, J. A. CC-1065 and the Duocarmycins: Synthetic Studies. 1997, 97(3), 787-828. 21. Gnewuch, C. T.; Sosnovsky, G. A Critical Appraisal of the Evolution of N-Nitrosoureas as Anticancer Drugs. 1997, 97(3), 829-1013. 22. Ma, J. C.; Dougherty, D. A. The Cation-π Interaction. 1997, 97(5), 1303-24. 23. de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Signaling Recognition Events with Fluorescent Sensors and Switches. 1997, 97(5), 1515-66. 24. Wallimann, P.; Marti, T.; Fuerer, A.; Diederich, F. Steroids in Molecular Recognition. 1997, 97(5), 1567608. 25. Schmidtchen, F. P.; Berger, M. Artificial Organic Host Molecules for Anions. 1997, 97(5), 1609-46. © 1997 American Chemical Society

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26. Linton, B.; Hamilton, A. D. Formation of Artificial Receptors by Metal-Templated Self-Assembly. 1997, 97(5), 1669-80. 27. Ikeda, A.; Shinkai, S. Novel Cavity Design Using Calix[n]arene Skeletons: Toward Molecular Recognition and Metal Binding. 1997, 97(5), 1713-34. Chemistry and Industry (London) 28. Harvan, R. G. Polyethylene: New Directions for a Commodity Thermoplastic. 1997, (6), 212-7. 29. Brady, R. F., Jr. In Search of Non-Stick Coatings. 1997, (6), 219-22. 30. Davidson, A. H.; Drummond, A. H.; Galloway, W. A. The Inhibition of Matrix Metalloproteinase Enzymes. 1997, (7), 258-61. 31. Duncan, R. Polymer Therapeutics for Tumour Specific Delivery. 1997, (7), 262-4. 32. King, C. A.; Stevenson, F. K. Vaccination Against Cancer. 1997, (7), 266-9. 33. Law, N. C.; Brose, W. Novel Analgesics. 1997, (8), 306-9. 34. Tomalia, D. A.; Esfand, R. Dendrons, Dendrimers and Dendrigrafts. 1997, (11), 416-20. 35. Richards, A.; McCaque, R. The Impact of Chiral Technology on the Pharmaceutical Industry. 1997, (11), 422-5. 36. Pariza, M. W. Conjugated Linoleic Acid. A Newly Recognised Nutrient. 1997, (12), 464-6. Chemistry in Britain 37. Phillips, P. Unearthing the Evidence. 1997, 33(3), 32-4. 38. Cox, P. Materials Made to Order. 1997, 33(3), 446. 39. Gaskell, D. ChocolatesMelting the Myths. 1997, 33(4), 32-4. 40. O’Driscoll, C. Shaping Up Proteins. 1997, 33(4), 45-7. 41. Carnell, A.; Roberts, S. Putting Microbes to Work. 1997, 33(5), 49-51. 42. Birkett, D. Urethanes Rise to the Challenges. 1997, 33(6), 30-2. 43. Gopinath, L. Drug Cocktails Fight HIV. 1997, 33(6), 38-40. 44. Abdulla, S. Silencing the Code. 1997, 33(7), 30-3. 45. Hutchings, G.; Page, P.; Hancock, F. Catalyst for Change. 1997, 33(7), 46-8. Contemporary Organic Synthesis 46. Gibson, S. E.; Middleton, R. J. The Intramolecular Heck Reaction. 1996, 3(6), 447-72. 47. Booker-Milburn, K. I.; Sharpe, A. Saturated and Partially Unsaturated Carbocycles. 1996, 3(6), 473-98. 48. Rayner, C. M. Synthesis of Thiols, Selenols, Sulfides, Selenides, Sulfoxides, Selenoxides, Sulfones and Selenones. 1996, 3(6), 499-534. 49. Williams, A. C. The Synthesis of Carbocyclic Aromatic Systems. 1996, 3(6), 535-67. 50. Regan, A. C. Asymmetric Processes. 1997, 4(1), 1-21. 51. Donohoe, T. J.; Guyo, P. M.; Moore, P. R.; Stevenson, C. A. Applications of Stoichiometric Organotransition Metal Complexes in Organic Synthesis. 1997, 4(1), 2239.

52. Entwistle, D. A. Saturated and Unsaturated Hydrocarbons. 1997, 4(1), 40-60. 53. Perry, J. J. B.; Kilburn, J. D. Synthetic Development in Host-Guest Chemistry. 1997, 4(1), 61-86. 54. Dell, C. P. Cycloadditions in Synthesis. 1997, 4(2), 87-117. 55. Marsden, S. P. Organic Halides. 1997, 4(2), 11835. 56. Coldham, I. Main Group Organometallics in Synthesis. 1997, 4(2), 136-63. 57. Lawrence, N. J. Aldehydes and Ketones. 1997, 4(2), 164-81. 58. Adams, J. P.; Robertson, G. Imines, Enamines and Related Functional Groups. 1997, 4(3), 183-260. 59. Handa, S.; Pattenden, G. Free Radical-Mediated Macrocyclisations and Transannular Cyclisations in Synthesis. 1997, 4(3), 196-215. 60. Brown, R. Recent Developments in Solid-Phase Organic Synthesis. 1997, 4(3), 216-37. 61. Elliott, M. C. Saturated Oxygen Heterocycles. 1997, 4(3), 238-59. Gazzetta Chimica Italiana 62. Brunet, J.-J. Hydroamination of Alkenes. 1997, 127(3), 111-8. 63. Abad, J.-A. Synthesis and Reactivity of Organopalladium Complexes. 1997, 127(3), 119-30. Heterocycles 64. Shiotani, S. Furopyridines. Synthesis and Properties. 1997, 45(5), 975-1011. Journal of Heterocyclic Chemistry 65. Simon, C.; Hosztafi, S.; Makleit, S. Application of the Mitsunobu Reaction in the Field of Alkaloids. 1997, 34, 349-65. Natural Product Reports 66. Fujioka, S.; Sakurai, A. Brassinosteroids. 1997, 14(1), 1-10. 67. Michael, J. P. Quinoline, Quinazoline and Acridone Alkaloids. 1997, 14(1), 11-20. 68. Michael J. P. Indolizidine and Quinolizidine Alkaloids. 1997, 14(1), 21-41. 69. Ward, R. S. Lignans, Neolignans and RelatedCompounds. 1997, 14(1), 43-74. 70. Gournelis, D. C.; Laskaris, G. G.; Verpoorte, R. Cyclopeptide Alkaloids. 1997, 14(1), 75-82. 71. Harborne, J. B. Recent Advances in Chemical Ecology. 1997, 14(2), 83-98. 72. Weymouth-Wilson, A. C. The Role of Carbohydrates in Biologically Active Natural Products. 1997, 14(2), 99110. 73. Dewick, P. M. The Biosynthesis of C5-C25 Terpenoid Compounds. 1997, 14(2), 111-44. 74. Fraga, B. M. Natural Sesquiterpenoids. 1997, 14(2), 145-62. 75. Lie Ken Jie, M. S. F.; Pasha, M. K.; SyedRahmatullah, M. S. K. Fatty Acids, Fatty Acid Analogues and Their Derivatives. 1997, 14(2), 163-89.

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76. Rahman, Atta-Ur, Choudhary, M. I. Diterpenoid and Steroidal Alkaloids. 1997, 14(2), 191-203. New Journal of Chemistry 77. Shulpin, G. B.; Nizova, G. V.; Kozlov, Y. N. Photochemical Aerobic Oxidation of Alkanes Promoted by Iron Complexes. 1996, 20(12), 1243-1256. Organic Preparations and Procedures International 78. Rossi, R.; Bellina, F. Selective Transition MetalPromoted Carbon-Carbon and Carbon-Heteroatom Bond Formation. A Review 1997, 29(2), 139-76. 79. Harvey, R. G. Bridged Polycyclic Aromatic Hydrocarbons. A Review 1997, 29(3), 245-83. 80. Cambie, R. C.; Milbank, J. B. J.; Rutledge, P. S. Reductive Claisen Rearrangements of Allyloxyanthraquinones. A Review. 1997, 29(4), 365-407. Progress in Nuclear Magnetic Resonance Spectroscopy 81. Mo, H.; Pochapsky, T. C. Intermolecular Interactions Characterized by Nuclear Overhauser Effects. 1997, 30(1/2), 1-38. 82. Thomas, W. A. Unravelling Molecular Structure and Conformation. The Modern Role of Coupling Constants. 1997, 30(3/4), 183-208. Research on Chemical Intermediates 83. Theurich, J.; Bahnemann, D. W.; Rajob, I. Photocatalytic Degradation of Naphthalene and Anthracene: GCMS Analysis of the Degradation Pathway. 1997, 23(3), 247-74. 84. Mas, D.; Pichat, P.; Guillard, C. Intermediate Products and Reductive Reaction Pathways in the TiO2 Photocatalytic Degradation of 1,1,1-Trichloroethane in Water. 1997, 23(3), 275-90. 85. O’Shea, K. E.; Garcia, I.; Aguilar, M. TiO2 Photocatalytic Degradation of Dimethyl-and Diethyl-methylphosphonate, Effects of Catalyst and Environmental Factors. 1997, 23(4), 325-40. Reviews on Heteroatom Chemistry 86. Metzger, J. V.; Chanon, M. C.; Roussel, C. M. The Gear Effect Self Organization of Structural Fragments Induced by Release of Nonbonded Interactions Consequences in Reactivity Part II. Other Models, Alkyl Substituted Ethylens, Arenes and Heteroarenes, Incidence on Chemical Reactivity, Creation of Gear Effect. 1997, 16, 1-46. 87. Bonini, B. F.; Fochi, M. The Chemistry of Thioacylsilanes. 1997, 16, 47-69. 88. Otsubo, T.; Takimiya, K. Peri-Dichalcogen Bridged Polycyclic Aromatic Hydrocarbons as Novel Electron Donors for Organic Metals. 1997, 16, 69-84. 89. Akaji, K. Disulfide Bond Formation Using Silyl Chloridesulfoxide System. 1997, 16, 85-100. 90. Fujita, K. Recent Advances in Asymmetric Oxyselenenylation and Catalytic Oxyselenylation-Deselenylation. 1997, 16, 101-17. 91. Toda, T.; Karikomi, M.; Yasuda, N. Stereoselective Synthesis of 4,5-Dihydrothiazoles and 4H-5,6-Dihydro-

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1,3-Thiazines by Cyclization of Imidothioic Acid Esters and Their Analogs. 1997, 16, 119-35. 92. Harusawa, S.; Kurihara, T. [3,3]Sigmatropic Rearrangement of Cyclic Thiocarbonates of Medium RingSize. 1997, 16, 137-69. 93. Harada, K.; Kaji, E.; Takahashi, K.; Zen, S. Ring Transformation of 2-Isoxazoline 2-Oxides by Lewis Acid. 1997, 16, 171-95. 94. Kashima, C.; Maruyama, T.; Arao, H. Ozonolysis of Azoles and Its Application to Organic Synthesis. 1997, 16, 197-212. 95. Sakurai, T.; Kubo, K.; Inoue, H. Base-Catalyzed Acyl Exchange Reactions of N,O-Diacyl-o-Aminophenols. 1997, 16, 213-28. 96. Nabeshima, T.; Itoh, A. Alzheimer’s Disease Animal Models Induced by Continuous Infusion of β-Amyloid Protein and Anti-Nerve Growth Factor Antibody. 1997, 16, 229-55. 97. Fujii, T.; Itaya, T. Chemical Modifications of the Adenine Ring: Utilization of an N-Alkoxy Group as a Control Synthon. 1997, 16, 257-85. 98. Nishida, A.; Nishida, M. Development of New Radical Reactions: Skeletal Rearrangement via Alkoxy Radicals and Asymmetric Radical Cyclization. 1997, 16, 287-311. Russian Chemical Reviews 99. Rozanov, V. V.; Krylov, O. V. Hydrogen Spillover in Heterogeneous Catalysis. 1997, 66(2), 107-19. 100. Prostakov, N. S.; Soldatenkov, A. T.; Kolyadina, N. M.; Obynochnyi, A. A. Azafluorenes. Synthesis and Conversions. 1997, 66(2), 121-38. 101. Shvekhgeimer, M-G. A. 2,3-Dihydrofurans in the Synthesis of Heterocyclic Compounds. 1997, 66(2), 13965. 102. Baziuk, V. A. Imidazo[1,2-R]pyrazines. 1997, 66(3), 187-204. 103. Alabugin, I. V.; Brel’, V. K. Phosphorylated Allenes: Structure and Interaction with Electrophiles. 1997, 66(3), 205-24. 104. Kolodiazhnyi, O. I. Methods of Preparation of C-Substituted Phosphorus Ylides and Their Application in Organic Synthesis. 1997, 66(3), 225-54. 105. Shapiro, B. I. Chemical Problems of the Infrared Sensitisation of Photographic Materials. 1997, 66(3), 255-79. 106. Shchipunov, Y. A. Self-Organising Structures of Lecithin. 1997, 66(4), 328-52. 107. Gol’dshleger, N. F.; Moravsky, A. P. Fullerene Hydrides: Preparation, Properties and Structure. 1997, 66(4), 353-75. 108. Salakhutdinov, N. F.; Barkhash, V. A. Reactivity of Terpenes and Their Analogues in an Organised Medium. 1997, 66(4), 376-400. 109. Knorre, D. G.; Kudryashova, N. V.; Lavrik, O. I. Chemical Approaches to the Study of Template Biosynthesis: General Problems and the Study of Transcription. 1997, 66(4), 401-13. Science 110. Prakash, G. K. S. Organic Chemistry: Catching an Elusive Cation. 1997, 276(5313), 756-7. 111. Marder, S. R.; Torruellas, W. E.; Blanchard-Desce, M.; Ricci, V.; Stegeman, G. I.; Gilmour, S.; Bredas, J.-L.; Li, J.; Bublitz, G. U.; Boxer, S. G. Large Molecular Third-

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Order Optical Nonlinearities in Polarized Carotenoids. 1997, 276(5316), 1233-6.

131. Krohn, K.; Rohr, J. Angucyclines: Total Syntheses, New Structures, and Biosynthetic Studies of an Emerging New Class of Antibiotics. 1997, 188, 127-95.

SynthesissStuttgart 112. Comasseto, J. V.; Ling, L. W.; Petragnani, N.; Stefani, H. A. Vinylic Selenides and Tellurides. Preparation, Reactivity, and Synthetic Applications. 1997, 373403. 113. Vogel, C. The Aza-Wittig Rearrangement. 1997, 497-505. Tetrahedron 114. Beletskaya, I.; Pelter, A. Hydroborations Catalyzed by Transition Metal Complexes. 1997, 53(14), 4957-5026. 115. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Solid-Phase Organic Reactions. II: A Review of the Literature Nov 95-Nov 96. 1997, 53(16), 5643-78. 116. Harmata, M. Intramolecular Cycloaddition Reactions of Allylic Cations. 1997, 53(18), 6235-80. 117. Bristol, J. A., Ed. Applications of Solid-Supported Organic Synthesis in Combinatorial Chemistry. 1997; 53(19), 6573-705. 118. Negishi, E.-I.; Kotora, M. Regio- and Stereoselective Synthesis of γ-Alkylidenebutenolides and Related Compounds. 1997, 53(20), 6707-38. Tetrahedron: Asymmetry 119. Aversa, M. C.; Barattucci, A.; Bonaccorsi, P.; Giannetto, P. Chiral Sulfinyl-1,3-dienes. Synthesis and Use in Asymmetric Reactions. 1997, 8(9), 1339-67. Topics in Current Chemistry 120. Sauerbrei, B.; Kappes, T.; Waldmann, H. Enzymic Synthesis of Peptide Conjugates - Tools for the Study of Biological Signal Transduction. 1997, 186, 65-86. 121. Beau, J.-M.; Gallagher, T. Nucleophilic C-Glycosyl Donors for C-Glycoside Synthesis. 1997, 187, 1-54. 122. Nicotra, F. Synthesis of C-Glycosides of Biological Interest. 1997, 187, 55-83. 123. Driguez, H. Thiooligosaccharides in Glycobiology. 1997, 187, 85-116. 124. Lundt, I. Aldonolactones as Chiral Synthons. 1997, 187, 117-56. 125. De Raadt, A.; Ekhart, C. W.; Ebner, M.; Stutz, A. E. Chemical and Chemo-Enzymic Approaches to Glycosidase Inhibitors with Basic Nitrogen in the Sugar Ring. 1997, 187, 157-86. 126. Stick, R. V. The Synthesis of Novel Enzyme Inhibitors and Their Use in Defining the Active Sites of Glycan Hydrolases. 1997, 187, 187-213. 127. Wessel, H. P. Heparinoid Mimetics. 1997, 187, 215-39. 128. Roy, R. Recent Developments in the Rational Design of Multivalent Glycoconjugates. 1997, 187, 24174. 129. Boullanger, P. Amphiphilic Carbohydrates as a Tool for Molecular Recognition in Organized Systems. 1997, 187, 275-312. 130. Kirschning, A.; Bechthold, A. F. W.; Rohr, J. Chemical and Biochemical Aspects of Deoxysugars and Deoxysugar Oligosaccharides. 1997, 188, 1-84.

Contributed Volumes Advances in Antiviral Drug Design. Volume 2. De Clercq, E., Ed. JAI: Greenwich, CT, 1996. 132. Temsamani, J.; Agrawal, S. Antisense Oligonucleotides as Antiviral Agents. 133. Yuan, C.-S.; Liu, S.; Wnuk, S. F.; Robins, M. J.; Borchardt, R. T. Design and Synthesis of S-Adenosylhomocysteine Hydrolase Inhibitors as Broad-Spectrum Antiviral Agents. 134. Tomasselli, A. G.; Thaisrivongs, S.; Heinrikson, R. L. Discovery and Design of HIV Protease Inhibitors as Drugs for Treatment of Aids. 135. Marquez, V. E. Carbocyclic Nucleosides. 136. Perigaud, C.; Girardet, J.-L.; Gooselin, G.; Imbach, J.-L. Comments on Nucleotide Delivery. Advances in Asymmetic Synthesis. Volume 1. Hassner, A., Ed. JAI: Greenwich, CT, 1995. 137. Mikami, K. Supramolecular Chemistry in Asymmetric Carbonyl-Ene Reactions. 138. Williams, R. M. Asymmetric Synthesis of R-Amino Acids. 139. Ojima, I. Asymmetric Syntheses by Means of the Lactam Synthon Method. 140. Brown, H. C.; Ramachandra, P. V. Asymmetric Syntheses via Chiral Organoboranes Based on R-Pinene. 141. Mori, K. Enantioselective Synthesis of Bioactive Natural Products: Examples in the Field of Insect Chemistry. 142. Hudlicky, T.; Reed, J. W. An Evolutionary Perspective of Microbial Oxidations of Aromatic Compounds in Enantioselective Synthesis: History, Current Status, and Perspectives. Advances in Metal-Organic Chemistry. Volume 5. Liebeskind, L. S., Ed. JAI: Greenwich, CT, 1996. 143. Farina, V.; Roth, G. P. Recent Advances in the Stille Reaction. 144. Eilbracht, P. Seven-Membered Ring Synthesis via Iron-Mediated Carbonylative Ring Expansion and σ-Alkylπ-Allyl Complexes. 145. Shibasaki, M. New Catalytic Asymmetric CarbonCarbon Bond-Forming Reactions. 146. Jeffery, T. Recent Improvements and Developments in Heck-Type Reactions and Their Potential in Organic Synthesis. Advances in Organometallic Chemistry. Volume 41. Stone, F. G. A., West, R., Eds. Academic Press: Orlando, FL, 1997. 147. Weber, L. Transition-Metal Assisted Synthesis of Rings and Cages from Phosphaalkenes and Phosphaalkynes.

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148. Went, M. J. Synthesis and Reactions of Polynuclear Cobalt Alkyne Complexes. 149. Gable, K. P. Rhenium and Technetium OXO Complexes in the Study of Organic Oxidation Mechanisms. 150. Aumann, R.; Nienaber, H. (1-Alkynyl) Carbene Complexes (1-Metalla-1-buten-3-ynes)sTools for Synthesis. 151. Mathur, P. Chalogen-Bridged Metal Carbonyl Complexes. Alkaloids: Chemical & Biological Perspectives. Volume 11. Pelletier, S. W., Ed. Elsevier Science: Oxford, 1996. 152. Schiff, P. L., Jr. The Thalictrum Alkaloids: Chemistry and Pharmacology (1985-1995). 153. Appendino, G. Taxine. 154. Menachery, M. D. The Alkaloids of South American Menispermaceae. 155. Molyneux, R. J.; Nash, R. J.; Asano, N. The Chemistry and Biological Activity of Calystegines and Related Nortropane Alkaloids. 156. Nash, R. J.; Asano, N.; Watson, A. A. Polyhydroxylated Alkaloids that Inhibit Glycosidases. Comprehensive Heterocyclic Chemistry II. Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Chief Eds. Elsevier Science; Oxford, U.K., 1997. 157. Padwa, A., Ed. Vol. 1. Three-and Four-Membered Rings, with All Fused Systems Containing Three- and Four-Membered Rings. 158. Bird, C. W., Ed. Vol. 2. Five-Membered Rings with One Heteroatom and Fused Carbocyclic Derivatives. 159. Shinkai, I., Ed. Vol. 3. Five-Membered Rings with Two Heteroatoms and Fused Carbocyclic Derivatives. 160. Storr, R. C., Ed. Vol. 4. Five-Membered Rings with More than Two Heteroatoms and Fused Carbocyclic Derivatives. 161. McKillop, A., Ed. Vol. 5. Six-Membered Rings with One Heteroatom and Fused Carbocyclic Derivatives. 162. Boulton, A. J., Ed. Vol. 5. Six-Membered Rings with Two or More Heteroatoms and Fused Carbocyclic Derivatives. 163. Boulton, A. J., Ed. Vol. 6. Six-Membered Rings with Two or More Heteroatoms and Fused Carbocyclic Derivatives. 164. Ramsden, C. A., Ed. Vol. 7. Fused Five- and SixMembered Rings Without Ring Junction Heteroatoms. 165. Jones, G., Ed. Vol. 8. Fused Five- and SixMembered Rings With Ring Junction Heteroatoms. 166. Newkome, G. R., Ed. Vol. 9. Seven Membered and Larger Rings and Fused Derivatives. Organic Synthesis: Theory and Applications. Volume 3. Hudlicky, T., Ed. JAI: Greenwich, CT, 1996. 167. Money, T. Remote Functionalization of Camphor: Application to Natural Product Synthesis. 168. Haseltine, J.; Doyle, T. J. Designed Hosts for Sugars.

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169. Polt, R. Amaryllidacae Alkaloids with Antitumor Activity. 170. Bukulev, V. A.; Kappe, C. O.; Padwa, A. Application of the 1,5-Electrocyclic Synthesis. Progress in the Chemistry of Organic Natural Products. Volume 70. Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., Tamm, C., Eds. Springer: Vienna, Austria, 1997. 171. Pettit, G. R. The Dolastatins. 172. Cavi, A.; Figadhre, B.; Laurens, A.; Cortes, D. Acetogenins From Annanaceae. Progress in the Chemistry of Organic Natural Products. Volume 69. Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., Tamm, C., Eds. Springer: Vienna, Austria, 1996. 173. Grove, J. F. Non-Macrocyclic Trichothecenes, Part 2. 174. Deepak, D.; Srivastava, S.; Khare, N. K.; Kahre, A. Cardiac Glycosides. 175. Haslam, E. Aspects of the Enzymology of the Shikimate Pathway. Progress in the Chemistry of Organic Natural Products. Volume 71. Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., Tamm, C., Eds. Springer: Vienna, Austria, 1997. 176. Ga¨de, G. The Explosion of Structural Information on Insect Neuropeptides. 177. Christensen, S. B.; Andersen, A.; Smitt, U. W. Sesquiterpenoids from Thapsia Species and Medicinal Chemistry of the Thapsigargins. 178. Deepak, D.; Srivastav, S.; Khare, A. Pregnane Glycosides. Monographs 179. Abel, E. W. Organometallic Chemistry, Vol. 25. Royal Society of Chemistry: Cambridge, U.K., 1996. 180. Arshady, R., Ed. Desk Reference of Functional Polymers: Synthesis and Applications. American Chemical Society: Washington, DC, 1997. 181. Ashcroft, A. Ionization Methods in Organic Chemistry. The Royal Society of Chemistry: Cambridge, U.K., 1997. 182. Bailey, P. D.; Morgan, K. M. Organonitrogen Chemistry. Oxford University Press: Oxford, 1996. 183. Bentley, P. H.; O’Hanlon, P. J. Anti-Infectives. Recent Advances in Chemistry and Structure Activity Relationships. The Royal Society of Chemistry: Cambridge, U.K., 1997. 184. Cenini, S.; Ragaini, F., Eds. Catalytic Reductive Carbonylation of Organic Nitro Compounds. Kluwer: Dordrecht, The Netherlands, 1996. 185. Challand, R.; Young, R. J. Antiviral Chemotherapy. University Science Books: Mill Valley, CA, 1997. 186. Cleland, J. L.; Langer, R., Eds. Formulation and Delivery of Proteins and Peptides. American Chemical Society: Washington, DC, 1994. 187. Cramer, C. J.; Truhlar, D. G., Eds. Structure and Reactivity in Aqueous Solution: Characterization of

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Chemical and Biological Systems. American Chemical Society: Washington, DC, 1994. 188. Eicher, T.; Hauptman, S. The Chemistry of Heterocycles. Thieme: Stuttgart, 1995. 189. Erickson, M. D., Ed. Analytical Chemistry of PCBs, 2nd ed. CRC: Boca Raton, FL, 1997. 190. Foye, W. O., Ed. Cancer Chemotherapeutic Agents. American Chemical Society: Washington, DC, 1995. 191. Franz, J. E.; Mao, M. K.; Sikorski, J. A., Eds. Glyphosate. A Unique Global Herbicide. The Royal Society of Chemistry: Cambridge, U.K., 1997. 192. Frazier, P. J.; Donald, A.; Richmond, P. Starch. Structure and Functionality. The Royal Society of Chemistry: Cambridge, U.K., 1997. 193. Georg, G. I.; Chen, T. T.; Ojima, I.; Vyas, D. M., Eds. Taxane Anticancer Agents: Basic Science and Current Status. American Chemical Society: Washington, DC, 1995. 194. Ghiron, C.; Thomas, R., Ed. Exercises in Synthetic Organic Chemistry. Oxford University Press: Oxford, U.K., 1997. 195. Hamilton, A. D., Ed. Supramolecular Control of Structure and Reactivity. [In: Perspect. Supramol. Chem. 1996, 3]. Wiley: Chichester, U.K., 1996. 196. Henke, H., Ed. Preparative Gel Chromatography on Sephadex LH-20. Huethig: Heidelberg, Germany, 1996. 197. Hermes, M. E. Enough for One Lifetime: Wallace Carothers, Inventor of Nylon. American Chemical Society: Washington, DC, 1996. 198. Herrmann, W. A., Ed. Synthetic Methods of Organometallic and Inorganic Chemistry. Thieme: Stuttgart, Germany, 1996. 199. Ho, T. L., Ed. Evolution of Synthetic Pathways: Parallax and Calibration. World Science: Singapore, Singapore, 1996. 200. Kaiser, O.; Kaiser, R. E.; Gunz, H.; Guenther, W., Eds. Chromatography. InCom: Duesseldorf, Germany, 1997. 201. Khan, S. H.; O’Neill, R. A., Eds. Modern Methods in Carbohydrate Synthesis. Harwood: Amsterdam, The Netherlands, 1996.

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202. Kieslich, K.; Crout, D.; Dalton, H.; Schneider, M., Eds. Biotransformation. Chapman & Hall: London, U.K., 1996. 203. Leach, A. R. Molecular Modelling: Principles and Applications. Longman: Harlow, 1996. 204. Mallouk, T. E.; Harrison, D. J., Eds. Interfacial Design and Chemical Sensing. American Chemical Society: Washington, DC, 1994. 205. Myerson, A. S.; Green, D. A.; Meenan, P., Eds. Crystal Growth of Organic Materials. American Chemical Society: Washington, DC, 1996. 206. Rahman, Atta-Ur, Ed. Studies in Natural Products Chemistry, Vol. 18: Stereoselective Synthesis, Part K. Elsevier Science: Amsterdam, The Netherlands, 1996. 207. Rohr, J., Ed. Bioorganic Chemistry Deoxy Sugars, Polyketides and Related Classes: Synthesis, Biopreparation, Enzymes. Springer: Berlin, Germany, 1997. 208. Ryan, T. A. Phosgene and Related Compounds. Elsevier Science: New York, 1996. 209. Salaneck, W. R.; Stafstro¨m, S.; Bre´das, J.-L. Conjugated Polymer Surfaces and Interfaces. Cambridge University Press: Cambridge, U.K., 1996. 210. Sanghvi, Y. S.; Cook, P. D., Ed. Carbohydrate Modifications in Antisense Research. American Chemical Society: Washington, DC, 1994. 211. Smith, D. A., Ed. Modeling the Hydrogen Bond. American Chemical Society: Washington, DC, 1994. 212. Snyder, L. R.; Kirkland, J. J.; Glajch, J. L., Eds. Practical HPLC Method Development, 2nd ed. Wiley: New York, 1997. 213. Solomons, T. W. G., Ed. Fundamentals of Organic Chemistry, 5th ed. Wiley: Chichester, U.K., 1996. 214. Taylor, A.; Mottram, D. S., Eds. Flavour Science. Recent Developments. The Royal Society of Chemistry: Cambridge, U.K., 1997. 215. Taylor, M. D.; Amidon, G., Eds. Peptide-Based Drug Design: Controlling Transport and Metabolism. American Chemical Society: Washington, DC, 1997. 216. Ulrich, H. Chemistry and Technology of Isocyanates. Wiley: Chichester, U.K., 1996. 217. Varvoglis, A., Ed. Hypervalent Iodine in Organic Synthesis. Academic: San Diego, CA, 1996.

7528 J. Org. Chem., Vol. 62, No. 21, 1997

Recent Reviews

Index Acenaphthenes, 79 Acetogenins, synthesis, book, 206 Acridone alkaloids, 67 Adenine, alkylation, 97 ring-opening, 97 AIDS, chemotherapy, book, 185 Alcohols, oxidation, 57 Aldehydes, 57 amino hydroxy-, 11 acridone, 67 amaryllidacae, 169 calystegines, 155 chiral synthons, 124 cyclopeptide, 70 diterpenoids, 76, 153 furoquinoline, 67 glucosidase inhibitors, 68 indole synthesis, 54 indolizidine, 68 Menispermaceae, 154 Mitsunobu reaction, 65 nortropane, 155 polyhydroxylated, 155-6 pyrazine steroids, book, 206 quinazoline, 67 quinoline, 67 quinolizidine, 68 sesquiterpenoids, 74 steroids, 76 synthesis, 93 Thalictrum, book, 152 Alkanes, photooxidation, 77 Alkenes, hydroamination, 62 Alkyl hydroperoxides, 77 Alkylidenebutenolides, 118 Allenes, phosphorylated, 103 Alzheimer’s disease, 96 Amidorhodium catalysts, 62 Amines, tertiary, deprotonation, 17 R-Amino Acids, synthesis, 138 Analgesics, 33 Anthracene, degradation, 83 Anthracyclines, 72 Anthraquinones, Claisen rearrangement, 80 Anti-AIDS agents, 43, 134 Anti-cancer agents, 21, 30, 36 book, 190, 193 Anti-HIV agents, 43 Antibacterials, book, 183 Antibiotics, angucycline, 131 book, 183 natural phosphoglycolipids, 72 Antifungals, book, 183 Antisense molecules, 44 Antisense therapeutics, book, 210 Antitumor agents, 169 book, 190 Antitumor antibiotics, CC-1065, 20 Antiviral agents, 132, 133 book, 183, 185 Acyl exchange, 95 Aqueous reactions, modeling, book, 187 Aromatics, carbocyclic, 49 microbial oxidation, 142 polycyclic, bridged, 79 polycyclic, chalcogen-bridged, 88

Asymmetric synthesis, 50, 137 chiral oxazolidinones, 9 lactam synthon method, 139 sulfinyl dienes, 119 Aza-Wittig rearrangement, 113 Azafluorenes, 100 Azepinomycin synthesis, 97 Aziridine, glucosidase hydrolase inhibitor, 126 Azoles, ozonolysis, 94 Biocatalysis, 41 Biosynthesis, template, 109 Biotransformation, 41 book, 202 Biphenyls, chloro derivatives, book, 189 Brassinosteroids, synthesis, book, 206 C-Glycosides, synthesis, 121-2 Calixarene skeleton, 27 Calixarenes, 53 Camphor, 167 Cancer vaccines, 32 Carbocations, methane, 5 Carbocycles, partially unsaturated, 47 saturated, 47 Carbohydrate chemistry, 168 Carbohydrates, 24, 121-130 preparation, book, 201, 207 Carbon, pentavalent, 5 Carbonyl-ene reactions, asymmetric, 137 Carotenoids, polarized, optical nonlinearity, 111 Catalysis, 145 Cation π-bond interaction, 22 Cephalosporins, 157 Chemical sensors, book, 204 Chemoselectivity, book, 199 Chemotherapeutic agents, book, 190 Chiral synthons, 124 Chiral technology, 35 Chocolate, 39 Choline acyltransferase, 96 Chromatography, book, 200 gel-permeation, book, 196 Claisen rearrangement, 3 allyloxyanthraquinones, 80 Combinatorial chemistry, 60 Combinatorial library, solid-phase synthesis, 117 Coumarins, 67 Cryptands, 53 Crystallization, molecular modeling, book, 205 purification, book, 205 Cycloaddition, allyl cation, 116 intramolecular, 116 metal-assisted, 14 to carbocyclic aromatics, 49 [4 + 4], 54 Cyclohexanone, from cyclohexane, 77 Cyclophanes, 53 Deoxysugar preparation, book, 207 Deoxysugar oligosaccharides, biopreparation, 130 Diethyl-methylphosphonate, degradation, 85 2,3-Dihydrofurans, synthesis, 101 4H-4,5-Dihydro-1,3-thiazines, 91 4,5-Dihydrothiazoles, 91 Dimethyl methylphosphonate, degradation, 85 Disulfide bonds, 89 Diterpenoids, 76

Domino cycloaddition reactions, 54 Drug delivery, polymers, 31 Electrocyclic synthesis, 170 Electronic devices, book, 209 Enamines, 58 Enethiolization, 87 Enzyme catalysis, 41 Enzymes, biopreparation, book, 207 proton transfer catalysis, 8 Fatty acids, 75 Flavor chemistry, book, 214 Fluorenes, 79 Fluorinating agents, 55 Fluorination, 19 Fluoroorganics, 55 Formyl cation, 110 Fullerene hydrides, 107 Furans, dimethylene, singlet-triplet gap, 4 Furopyridines, 64 Furoquinoline alkaloids, 67 Gear Effect, 86 Gene therapy, 44 Glucosidase hydrolase inhibitors, 126 Glycan hydrolases, 126 Glycoconjugates, synthesis, 128 Glycolipid mimetics, 129 Glycosidase inhibitors, 125 alkaloids, 155-6 Glyphosate, book, 191 Halogenation, 55 Heck reaction, 146 intramolecular, 46 Heparin binding protein, 127 Heparinoid polysaccharide synthesis, 127 Hepatitis, chemotherapy, book, 185 Herpes virus, book, 185 5-membered, 158-65 6-membered, 161-5 7-membered, 166 allenes, synthesis, 92 bicyclic, 164-5 book, 188 boron-containing, 158 bridgehead heteroatom, 165 dioxoles, 159 dithioles, 159 furans, 158 fused bicyclic, 102 fused carbocyclic, 161-2 halogen-containing, 158 imidazoles, 159 macrocycles, 166 nitrogen-containing, 113, 157-63 bridgehead, 102 oxadiazoles, 160 oxazines, 163 oxazoles, 159 oxthioles, 159 oxygen-containing, 61, 157-63 pentazoles, 160 phospholes, 158 pyrans, 162 pyrazines, 163 pyrazoles, 159 pyridazines, 162-3 pyridines, 161 pyrimidines, 163 pyrroles, 158 selenazoles, 159 selenophenes, 158

Recent Reviews spiro phosphorus-containing, 165 sulfur-containing, 157-63 synthesis from 2,3-dihydrofurans, 101 tellurophenes, 158 tetrazoles, 160 thiadiazoles, 160 thiazines, 163 thiazoles, 159 thiopenes, 158 triazoles, 160 vinyl, cycloaddition, 54 Heterogeneous catalysis, hydrogen transfer, 99 zeolites, 45 HIV protease inhibitors, 134 HIV, chemotherapy, book, 185 Host-guest complexes, 25, 53 HPLC, book, 212 Hydroborations, 114 Hydrogen bonds, modeling, book, 211 Hypervalent iodine, in synthesis, book, 217 Imidazoles, ozonolysis, 94 Imidazo[1,2-R]pyrazines, 102 Imidothioic acid esters, 91 Imines, 58 Inclusion reaction, 24, 27 anions, 25 Indenopyridines, 100 Indolizidine alkaloids, 68 Infrared dyes, 105 Inositol phosphates, synthesis, book, 206 Insulin synthesis, 89 Isocyanates, book, 216 2-Isoxazoline 2-oxide, ring transformation, 93 Ketones, 57 δ-Lactam derivatives, synthesis, book, 206 Lautens cycloaddition, 54 Lecithin, self-organization, 106 Ligands, metacyclophanes, 27 Lignans, 69 dibenzylbutyrolactone, 69 furofuran, 69 Linoleic acid, 36 Macrocyclizations, 59 Mass spectrometry, book, 181 Matrix metalloproteinase inhibitors, 30 Metallocenes, linked, 15 Methane carbocation, ab initio structure, 5 Methane, protonated, 5 triprotonated, 5 Methoxyselenylation, asymmetric, 90 Mitsunobu reaction, alkaloid synthesis, 65 Molecular modeling, 38 book, 203 Molecular recognition, 24, 26-7, 129 Molecular structure-property relationship, book, 195 Morphine, synthesis, book, 206 N-Nitrosoureas, 21 Naphthalene, degradation, 83 Natural products, acetogenins, 172 carbohydrates, 72 cardiac glycosides, 174 chemical defense, 71 citrus, 67 dolastatins, 171 insect chemistry, 141 neuropeptides, 176 nitrogen containing, 54

J. Org. Chem., Vol. 62, No. 21, 1997 7529 pregnane glycosides, 178 sesquiterpenoids, 177 shikimates, 175 shilajit, 37 thapsigargins, 177 trichothecenes, 173 Neolignans, 69 Nerve growth factor, 96 Nitro compounds, book, 184 Nitrogenase catalysis, 7 NMR, nuclear Overhauser effects, 81 structure elucidation, 82 Non-Kekule´ molecules, 4 Nucleic acid mimics, book, 210 Nucleosides, carbocyclic, 135 Nucleotide delivery, 136 Nylon, book, 197 Oligonucleotides, antisense, 132 Oligosaccharide sulfate, synthesis, 127 Oligosaccharides, amphiphilic, self assembled, 129 neoglycoconjugate sialic acid, 128 preparation, 130 Optical sensors, 23 Organic chemistry, general, book, 213 Organic switches, 23 Organoboranes, 140 Organocobalt complexes, 148 Organogold complexes, 13 Organohalides, 55 Organolithium, in synthesis, 56 Organometallic complexes, chalogenbridged, 151 1-metalla-1-buten-3-ynes, 150 Organometallics, book, 179 in synthesis, 56 main group, 56 synthesis, 198 Organonitrogen compounds, book, 182 Organopalladium complexes, synthesis, 63 Wittig reactions, 63 Organoselenides, 112 Organoselenium reagents, 90 Organotellurides, 112 Organotin oxides, for esterifications, 12 Organotransition metal complexes, stoichiometric, 51 Oxazoles, ozonolysis, 94 Oxazolidinone, chiral, asymmetric synthesis, 9 Oxidation, organorhenium catalysts, 149 organotechnetium catalysts, 149 Oxyseleneylation, asymmetric, 90 Paclitaxel, book, 193 PCB analysis, book, 189 Penicillins, 157 Pentadiene, acyclic iron cation, 10 Peptide coupling, enzymatic, 120 Peptide delivery, book, 186, 215 Peptides, synthesis, 120 Peroxidases, oscillatory reaction, 18 Phenalenes, 79 Pheromones, 71 Phosgene, book, 208 Phosphaalkenes, cyclization, 147 Phospholipids, self-organization, 106 Phosphorus ylides, C-substituted, 104 Phosphorylated allenes, 103 Photocatalysis, environmental, 83-5 Photographic materials, 105 π bond, cations, 22 Polyarenes, methylene-bridged, 79 Polychlorinated biphenyls, analysis, book, 189

Polycyclics, synthesis, book, 206 Polyethylene, 28 Polyhaloarenes, C-C bond formation, 78 Polyhalogenated ethene, bond formation, 78 Polyhaloporphyrins, 6 Polyheteroarenes, bond formation, 78 Polyketides, preparation, book, 207 synthesis, book, 206 Polymers, book, 180 conjugated, book, 209 dendritic, 34 ferromagnetic, 4 nonstick, 29 Polyurethanes, 42 Porphyrins, fluorinated, 55 in oxidations, 6 Proteins, therapeutics, 40 Proton transfer catalysis, enzymes, 8 Pyrroles, dimethylene, singlet-triplet gap, 4 ozonolysis, 94 Quantum chemistry, 5 Quinazoline alkaloids, 67 Quinoline alkaloids, 67 Quinolizidine alkaloids, 68 Radicals, alkoxy, 98 Receptors, 27 artificial, 25-6, 53 Reductive carbonylation, catalytic, book, 184 Ring expansion, 144 RNA, protein recognition, 1 Saturated hydrocarbons, synthesis, 52 Selenides, synthesis, 48 Selenocyclization, asymmetric, 90 Selenols, synthesis, 48 Selenones, synthesis, 48 Selenoxides, synthesis, 48 Self-assembly, artificial receptors, 26, 53 Self-organization, 86 Sesquiterpenoids, 74 Signal transduction, 120 Singlet-triplet splitting, 4 Solid-phase reactions, 115 Solid-phase synthesis, 60, 117 Sphingolipids, synthesis, book, 206 Spirocyclic ethers, synthesis, book, 206 Starch, book, 192 Steroid, recognition, 24 Steroids, brassinosteroids, 66 growth-promoting, 66 Stille reaction, 143 Sulfides, synthesis, 48 Sulfinyl diene reaction, 119 Sulfones, synthesis, 48 Sulfoxides, synthesis, 48 Supramolecular control, reactivity, book, 195 Synthesis, asymmetric, 50 design, book, 199 general, book, 194 regioselective, book, 199 stereoselective, book, 199 Synthetic pathways, book, 199 Tandem Diels-Alder reactions, 54 Taxanes, book, 193 Taxine, 153 Taxol, 153 Terpenes, cyclodextrin complexes, 108 diterpenoids, 76 polyquinanes, 16 reactivity of, 108 sesquiterpenoids, 74 Terpenoids, 73, 111

7530 J. Org. Chem., Vol. 62, No. 21, 1997 Thermoplastic, 28 Thiazole rings, in synthesis, 11 Thin-film mesostructures, 2 Thioacylsilanes, 87 Thiocarbonates, synthesis, 92 Thiols, synthesis, 48 Thionocarbonates, in synthesis, 92

Thiooligosaccharides, synthesis, 123 Thiophene, dimethylene, singlet-triplet gap, 4 Transcription, 109 1,1,1-Trichloroethane, degradation, 84 Tunable singlet-triplet gap, non-Kekule, 4

Recent Reviews Unsaturated hydrocarbons, via reduction, 52 Zeolites, 45

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