2300
J. Org. Chem. 1997, 62, 2300-2306
Recent Reviews. 44 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 latter part of the 1996 literature. Previous installment: J. Org. Chem. 1997, 62(1), 221-30. 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
Advances in Photochemistry
1. Gould, I. R.; Farid, S. Dynamics of Bimolecular Photoinduced Electron-Transfer Reactions. 1996, 29(11), 522-8. 2. Gordon, M. S.; Jensen, J. H. Understanding the Hydrogen-Bond Using Quantum-Chemistry. 1996, 29(11), 536-43. 3. Jolly, P. W. From Hein to HexenesRecent Advances in the Chemistry of Organochromiun Pi-complexes. 1996, 29(11), 544-51. 4. Beak, P.; Basu, A.; Gallagher, D. J.; Park, Y. S.; Thayumanavan, S. Regioselective, Diastereoselective, and Enantioselective Lithiation-Substitution Sequencess Reaction Pathways and Synthetic Applications. 1996, 29(11), 552-60.
13. Bortolus, P.; Monti, S. Photochemistry in Cyclodextrin Cavities. 1996, 21, 1-133. 14. Pete, J.-P. Asymmetric Photoreactions of Conjugated Enones and Esters. 1996, 21, 135-216. 15. Ashfold, M. N. R.; Mordaunt, D. H.; Wilson, S. H. S. Photodissociation Dynamics of Hydride Molecules: H Atom Photofragment Translational Spectroscopy. 1996, 21, 217-95.
Advances in Heterocyclic Chemistry 5. Steel, P. J. Aromatic Biheterocycles: Syntheses, Structures, and Properties. 1997, 67, 1-117. 6. Ra´dl, S. 1,2,4-Triazolines-3,5-Diones. 1997, 67, 119-205. 7. Lue, P.; Greenhill, J. V. Enamines in Heterocyclic Synthesis. 1997, 67, 207-343. 8. Mackay, S. P.; Meth-Cohn, O.; Waigh, R. D. Synthesis of Quaternary Benzo[c]phenanthridine Alkaloids and Their Analogues. 1997, 67, 345-89. 9. El Ashry, E. S. H.; El Kilany, Y. Acyclonucleosides: Part 1. Seco-Nucleosides. 1997, 67, 391-438. Advances in Organometallic Chemistry 10. Baker, P. K. The Organometallic Chemistry of Halocarbonyl Complexes of Molybdenum(II) and Tungsten(II). 1996, 40, 45-115. 11. Hays, M. L.; Hanusa, T. P. Substituent Effects as Probes of Structure and Bonding in Mononuclear Metallocenes. 1996, 40, 117-70. 12. Sun, S.; Sweigart, D. A. Reactions of 17- and 19Electron Organometallic Complexes. 1996, 40, 171-214. S0022-3263(97)04981-5 CCC: $14.00
Aldrichimica Acta 16. Hormann, R. E. Nonnatural Products Nonpareil. 1996, 29(2), 31-9. 17. Bashir-Hashemi, A.; Doyle, G. Oxalyl Chloride in Photochemical Chlorocarbonylation of Cage Compounds. 1996, 29(2), 43-9. Angewandte Chemie, International Edition in English 18. Balkenhohl, F.; Vondembusschehunnefeld, C.; Lansky, A.; Zechel, C. Combinatorial Synthesis of Small Organic-Molecules. 1996, 35(20), 2288-337. 19. Fu¨rstner, A.; Bogdanovı´c, B. New Developments in the Chemistry of Low-Valent Titanium. 1996, 35(21), 2442-69. 20. Fehr, C. Enantioselective Protonation of Enolates and Enols. 1996, 35(22), 2566-87. 21. Bohm, H. J.; Klebe. G. What Can We Learn From Molecular Recognition in Protein-Ligand Complexes for the Design of New Drugs. 1996, 35(22), 2589-614. Chemical Reviews 22. Klinman, J. P. Mechanisms Whereby Mononuclear Copper Proteins Functionalize Organic Substrates. 1996, 96(7), 2541-61. 23. Solomon, E. I.; Sundaram, U. M.; Machonkin, T. E. Multicopper Oxidases and Oxygenases. 1996, 96(7), 2563-605. © 1997 American Chemical Society
Recent Reviews
J. Org. Chem., Vol. 62, No. 7, 1997 2301
24. Kappock, T. J.; Caradonna, J. P. Pterin-Dependent Amino-Acid Hydroxylases. 1996, 96(7), 2659-756. 25. Hille, R. The Mononuclear Molybdenum Enzymes. 1996, 96(7), 2757-816.
43. Heaton, B. T.; Jacob, C.; Page, P. Transition-Metal Complexes Containing Hydrazine and Substituted Hydrazines. 1996, 154, 193-229. Heterocycles
Chemical Society Reviews 26. Pieper, R.; Kao, C.; Khosla, C.; Luo, G.; Cane, D. E. Specificity and Versatility in Erythromycin Biosynthesis. 1996, 25(5), 297-302. 27. Clark, J. H.; Macquarrie, D. J. Environmentally Friendly Catalytic Methods. 1996, 25(5), 303-10. 28. Bishop, R. Designing New Lattice Inclusion Hosts. 1996, 25(5), 311-9. 29. Bernardi, F.; Olivucci, M.; Robb, M. A. Potential Energy Surface Crossings in Organic Photochemistry. 1996, 25(5), 321-8. 30. Buckel, W.; Golding, B. T. Glutamate and 2-Methyleneglutarate Mutase: From Microbial Curiosities to Paradigms for Coenzyme B12-dependent Enzymes. 1996, 25(5), 329-37. 31. Wainwright, M. Non-porphyrin Photosensitisers in Biomedicine. 1996, 25(5), 351-60. Chemistry and Industry 32. Genders, J. D.; Pletcher, D. ElectrosynthesissA Tool for the Pharmaceutical Industry Today? 1996, 12(18), 682-6. Chemistry in Britain 33. Gopinath, L. Cholesterol Drug Dilemma. 1996, 32(11), 38-41. 34. Jenkins, P. Taxol Branches Out. 1996, 32(11), 43-6. 35. Lester, T. Cleaner Synthesis. 1996, 32(12), 458. 36. Vulfson, E.; Alexander, C.; Whitcombe, M. Assembling the Molecular Cast. 1997, 33(1), 23-6. 37. Gerstner, J. Cleaner Separations. 1997, 33(1), 40-2. CHEMTECH 38. Misner, J. W.; Kennedy, J. H.; Biggs, W. S. Pergolide: Process Design Challenges of a Potent Drug. 1996, 26(11), 28-33. 39. Gribble, G. W. A Reduction Powerhouse [Using Sodium Borohydride and Carboxylic Acids]. 1996, 26(12), 26-31. CHEMTRACTS: Organic Chemistry 40. Fox, M. A. Photochemistry of Stable Radicals and Radical Ions. 1996, 9(5), 257-70.
44. Yasuda, M.; Yamashita, T.; Kojima, R.; Shima, K. Photoamination Directed Toward the Synthesis of Heterocyclic Compounds. 1996, 43(11), 2513-22. 45. Ishibashi, M.; Kobayashi, J. Amphidinolides: Unique Macrolides from Marine Dinoflagellates. 1996, 43(12), 543-72. 46. Fujii, T.; Itaya, T.; Ogawa, K. The 7-N-Oxides of Purines Related to Nucleic Acids: Their Chemistry, Synthesis, and Biological Evaluation. 1996, 43(12), 57392. Journal of Fluorine Chemistry 47. Napoli, M. Diblock and Triblock Semifluorinated N-AlkanessPreparations, Structural Aspects and Applications. 1996, 79(1), 59-69. 48. Chen, L. F. Novel Methods for Incorporation of Fluorosulfonyl-polyfluoroalkoxyl Groups, (OCF)yCF2SO2F, into Aliphatic or Aromatic-Compounds. 1996, 79(1), 103-7. 49. Belenkii, G. G. Fluorinated Allylic Cations as Actual Intermediates in Reactions of Organofluorine Compounds. 1996, 79(1), 107-16. Journal of Heterocyclic Chemistry 50. Protiva, M. The Place of Dibenzo[b,f]thiepin Derivatives in Medicinal Chemistry: Structures and Activities. 1996, 33(3), 497-522. 51. Camoutsis, C. Steroidal Oxazoles, Oxazolines, and Oxazolidines. 1996, 33(3), 539-58. 52. Takagi, K.; Hubert-Habart, M. Ring Transformation of 5-Acylpyrimidines and 5-Acyluracils into Pyrazoles with Hydrazines in Acidic Medium. 1996, 33(4), 100316. 53. Goly, J.-P.; Morel, S.; Boyer, G.; Elguero, J. Tetracyclic Derivatives of Acridine. Heterofused Acridines. 1996, 33(3), 1551-60. Journal of Physical Organic Chemistry 54. Lee, I. Isokinetic Behaviors in the Addition Reactions of Aniline Nucleophiles with Benzylic Carbocations. 1996, 9(10), 661-71. Natural Product Reports 55. Williams, D. H. The Glycopeptide StorysHow to Kill the Deadly ‘Superbugs’. 1996, 13(6), 469-78. 56. Thomas, N. R. Catalytic AntibodiessReaching Adolescence? 1996, 13(6),479-512. 57. Gill, M. Pigments of Fungi (Macromycetes). 1996, 13(6), 513-28. 58. Hanson, J. R. The Sesterterpenoids. 1996, 13(6), 529-35.
Coordination Chemistry Reviews 41. Richards, R. L. Reactions of Small Molecules at Transition-Metal SitessStudies Relevant to Nitrogenase, an Organometallic Enzyme. 1996, 154, 83-97. 42. Thompson, D. T. Some Basic Research in Coordination Chemistry and Catalysis, Related to Applications for Industry. 1996, 154, 179-92.
Organic Reactions 59. Mukaiyama, T.; Kobayash, S. Tin(II) Enolates in the Aldol, Michael, and Related Reactions. 1994, 46, 1-104. 60. Nakai, T.; Mikami, K. The [2,3]-Wittig Reaction. 1994, 46, 105-210.
2302 J. Org. Chem., Vol. 62, No. 7, 1997
61. Molander, G. Reductions with Samarium(II) Iodide. 1994, 46, 211-368. Pure and Applied Chemistry 62. Gribble, G. W. The Diversity of Natural Organochlorines in Living Organisms. 1996, 68(9), 1699-712. 63. Sidebottom, H.; Franklin, J. The Atmospheric Fate and Impact of Hydrochlorofluorocarbons and Chlorinated Solvents. 1996, 68(9), 1757-69. 64. Ballschmiter, K. Persistent, Ecotoxic, and Bioaccumulative Compounds and Their Possible Environmental Effects. 1996, 68(9), 1771-80. 65. Rappe, C. Sources and Environmental Concentrations of Dioxins and Related Compounds. 1996, 68(9), 1781-9. 66. Hanberg, A. Toxicology of Environmentally Persistent Chlorinated Organic Compounds. 1996, 68(9), 1791-9. 67. Papp, R. Organochlorine Waste Management. 1996, 68(9), 1801-8. 68. Menges, G. PVC Recycling Management. 1996, 68(9), 1809-22. 69. Blackburn, G. M.; Datta, A.; Partridge, L. J. The Medical Potential of Catalytic Antibodies. 1996, 68(11), 2009-16. 70. Kast, P.; Hilvert, D. Genetic Selection Strategies for Generating and Characterizing Catalysts. 1996, 68(11), 2017-24. 71. Resmini, M.; Meekei, A. A. P.; Pandit, U. K. Catalytic Antibodies: Regio- and Enantioselectivity in a Hetero Diels-Alder Reaction. 1996, 68(11), 2025-8. 72. Warren, M. S.; Mattia, K. M.; Marolewski, A. E.; Benkovic, S. J. The Transformylase Enzymes of de novo Purine Biosynthesis. 1996, 68(11), 2029-36. 73. Breslow, R.; Sheppard, T. L. Why Natural DNA is Based on 2′-Deoxyribose, with 3′,5′ Phosphodiester Links. 1996, 68(11), 2037-42. 74. Norin, T. Chiral Chemodiversity and its Role for Biological Activity. Some Observations from Studies on Insect/Insect and Insect/Plant Relationships. 1996, 68(11), 2043-50. 75. Wanner, M. J.; Koomen, G. J. Biomimetic Syntheses of Alkaloids Based on tetrahydropyridine. 1996, 68(11), 2051-6. 76. Scott, A. I. Vitamin B12. Recent Discoveries Cast New Light on an Ancient Structure. 1996, 68(11), 205764. 77. Kutney, J. P. Plant Cell Culture Combined with ChemistrysA Powerful Route to Complex Natural Products. 1996, 68(11), 2073-80. 78. Hendrix, M.; Wong, C.-H. A Chemoenzymatic Approach to Carbohydrate-mediated Cell Adhesion. 1996, 68(11), 2081-8. 79. Schoemaker, H. E.; Piontek, K. On the Interaction of Lignin Peroxidase with Lignin. 1996, 68(11), 208996. 80. Soda, K.; Kurihara, T.; Liu, J.-Q.; Nardi-Dei, V.; Park, C.; Miyagi, M.; Tsunasawa, S.; Esaki, N. Bacterial 2-Haloacid Dehalogenases: Structures and Catalytic Properties. 1996, 68(11), 2097-104. 81. Kihlberg, J.; Magnusson, G. Use of Carbohydrates and Peptides in Studies of Adhesion of Pathogenic Bacteria and in Efforts to Generate Carbohydrate-specific T Cells. 1996, 68(11), 2119-28.
Recent Reviews
82. Nicolaou, K. C.; Theodorakis, E. A.; Claiborne, C. F. Chemistry and Biology of Selected Natural Products. 1996, 68(11), 2129-36. 83. Plavec, J.; Thibaudeau, C.; Chattopadhyaya, J. How do the Energetics of the Stereoelectronic Gauche and Anomeric Effects Modulate the Conformation of Nucleos(t)ides? 1996, 68(11), 2137-44. 84. Bag, B. G.; von Kiedrowski, G. Templates, Autocatalysis and Molecular Replication. 1996, 68(11), 214552. 85. Tuschscherer, G.; Mutter, M. Template Assisted Protein de Novo Design. 1996, 68(11), 2153-62. 86. Feiters, M. C.; Klein Gebbink, R. J. M.; Schenning, A. P. H. J.; van Strijdonck, G. P. F.; Martens, C. F.; Nolte, R. J. M. Development of Supramolecular Metalloprotein Mimics. 1996, 68(11), 2163-70. 87. Engbersen, J. F. J.; Broos, J.; Verboom, W.; Reinhoudt, D. N. Effects of Crown Ethers and Small Amounts of Cosolvent on the Activity and Enantioselectivity of R-Chymotrypsin in Organic Solvents. 1996, 68(11), 2171-8. 88. Suenaga, H.; Yamamoto, H.; Shinkai, S. Screening of Boronic Acids for Strong Inhibition of the Hydrolytic Activity of R-Chymotrypsin and for Sugar Sensing Associated with a Large Fluorescence Change. 1996, 68(11), 2179-86. Recueil des Travaux Chimiques des Pays-Bas 89. Ponec, V. Selective De-Oxygenation of Organic Compounds. 1996, 115(11/12), 451-5. 90. Engberts, J. B. F. N.; Feringa, B. L.; Keller, E.; Otto, S. Lewis-acid Catalysis of Carbon Carbon Bond Forming Reactions in Water. 1996, 115(11/12), 457-64. Reviews on Heteroatom Chemistry 91. Okuma, K. Chemistry of Heteroatom-Substituted Sulfoxonium Salts. 1996, 14, 1-20. 92. Hiroi, K. Transition Metal or Lewis Acid-Catalyzed Asymmetric Reactions with Chiral Organosulfur Functionality. 1996, 14, 21-58. 93. Ishibashi, H.; Ikeda, M. Recent Progress in Electrophilic Aromatic Substitution with R-Thiocarbocations. 1996, 14, 59-82. 94. Nishibayashi, Y.; Uemura, S. Novel Synthesis of Chiral Diferrocenyl Dichalcogenides and Their Application to Asymmetric Reactions. 1996, 14, 83-118. 95. Keglevich, G. 3-Phosphabicyclo[3.1.0]Hexane 3-oxides: Useful Intermediates for Dihydro-, Tetrahydroand Hexahydrophosphinines and Phosphinines. 1996, 14, 119-36. 96. Re´au, R.; Bertrand, G. Bis(stannyl)diazo Derivatives and Their Structural Isomers: Powerful CN22Transfer Agents. 1996, 14, 137-64. 97. Shinohara, N.; Yamazaki, T.; Kitazume T. Stereoselective Introduction of a Trifluoromethyl Group into 1,5-Dicarbonyl Compounds via Michael Addition Reaction. 1996, 14, 165-82. 98. Takamiya, N. Syntheses and Properties of Polyorganosiloxanes with Functional Groups in Their Side Chains. 1996, 14, 183-212. 99. Hatanaka, Y.; Nakayama, H.; Kanaoka, Y. Diaziridine-Based Photoaffinity Labeling: Chemical Approach to Biological Interfaces. 1996, 14, 213-44.
Recent Reviews
100. Glass, R. S. Interaction between Functional Groups and Its Consequences in Oxidation of Thioethers. 1996, 15, 1-24. 101. Iwama, T.; Kataoka, T. Recent Studies on 1,2Thiazethidine 1,1-Dioxides (β-Sultams). 1996, 15, 2560. 102. Luh, T.-Y. Transition Metal-Catalyzed Cross Coupling Reactions of Unactivated Aliphatic C-X Bonds. 1996, 15, 61-82. 103. Olivato, P. R.; Rittner, R. Conformational and Electronic Interaction Studies of Some R-Mono-Heterosubstituted Carbonyl Compounds. 1996, 15, 115-60. 104. Metzger, J. V.; Chanon, M. C.; Roussel, C. M. The Gear Effect: Self Organization of Structural Fragments Induced by Release of Nonbonded Interactionss Consequences in Reactivity, Part 1. History, Definition of Gear Effect, Thiazoline-2-thione Model, Triptycene Derivatives. 1996, 15, 161-202. 105. Fujisawa, T.; Shimizu, M. Switching of Stereochemistry using Different Metal Enolate Species for Construction of β-Lactam Skeletons. 1996, 15, 203-26. 106. Kitagawa, O.; Inoue, T.; Taguchi, T. Iodocarbocyclization Reaction. 1996, 15, 243-62. 107. Kikugawa, Y. Uses of Hydroxamic Acids and N-Alkylimidoyl Halides in Organic Synthesis. 1996, 15, 263-99. Russian Chemical Reviews 108. Tolstikov, A. G.; Tolstikov, G. A. Natural Aliphatic Oxygenated Unsaturated Acids. Synthesis and Biological Activity. 1996, 65(5), 441-59. 109. Pritzkow, W. W.; Suprun, V. Y. Reactivity of Hydrocarbons and Their Individual C-H Bonds in Respect to Oxidation Processes Including Peroxy Radicals. 1996, 65(6), 497-503. 110. Denisov, E. T. Cyclic Mechanisms of Chain Termination in Oxidizing Organic Substances. 1996, 65(6), 505-20. 111. Krinichnyi, V. I. The Nature and Dynamics of Nonlinear Exitations in Conducting Polymers. Heteroaromatic Polymers. 1996, 65(6), 521-36. 112. Konstantinova,, I. D.; Serebrennikova, G. A. Positively Charged Lipids: Structure, Synthesis and Application. 1996, 65(7), 537-53. 113. Shvekhgeimer, M.-A. A. Adamantane Derivatives Containing Heterocyclic Substituents in the Bridgehead Positions. Synthesis and Properties. 1996, 65(7), 555-98. 114. Shifrina, Z. B.; Rusanov A. L. Aromatic Polyimides with Flexible and Rigid Chains. 1996, 65(7), 599608. 115. Cherkasov, A. R.; Galkin, V. I.; Cherkasov, A. R. Inductive Effect of Substituents in the Correlation Analysis: The Problem of Quantitative Estimation. 1996, 65(8), 641-56. 116. Askadskii, A. A. The Influence of Chemical Structure on the Relaxation Properties of Heat-Resistant Aromatic Polymers. 1996, 65(8), 677-707.
J. Org. Chem., Vol. 62, No. 7, 1997 2303
117. Sheflyan, G. Y.; Kubareva, E. A.; Gromova, E. S.; Sheflyan, G. Y. Methods of Covalent Attachment of Nucleic Acids and Their Derivatives to Proteins. 1996, 65(8), 709-24. 118. Geller, B. E. Microbial Polyesters, Synthesis, Properties, Application. 1996, 65(8), 725-34. Science 119. Stern, L. A.; Kirby, S. H.; Durham, W. B. Peculiarities of Methane Clathrate Hydrate Formation and Solid-state Deformation, Including Possible Superheating of Water Ice. 1996, 273, 1843-8. 120. Liang, R.; Yan, L.; Loebach, J.; Ge, M.; Uozumi, Y.; Sekanina, K.; Horan, N.; Gildersleeve, J.; Thompson, C.; Smith, A.; Biswas, K.; Still, W. C.; Kahne, D. Parallel Synthesis and Screening of a Solid Phase Carbohydrate Library. 1996, 274, 1520-2. SynthesissStuttgart 121. Studer, A. Amino Acids and Their Derivatives as Stoichiometric Auxilaries in Asymmetric Synthesis. 1996, (7), 793-815. 122. Renaud, P.; Giraud, L. 1-Amino- and 1-Amidoalkyl Radicals: Generation and Stereoselective Reactions. 1996, (8), 913-26. 123. Nelson, T. D.; Crouch, R. D. Selective Deprotection of Silyl Ethers. 1996, (9), 1031-69. 124. de Nooy, A. E. J.; Besemer, A. C.; van Bekkum, H. On the Use of Stable Organic Nitroxyl Radicals for the Oxidation of Primary and Secondary Alcohols. 1996, (10), 1153-74. 125. Griesbeck, A. G.; Henz, A.; Hirt, J. Photochemical Synthesis of Macrocycles. 1996, (11), 1261-76. Tetrahedron 126. Remuzon, P. Trans-4-Hydroxy-L-proline, a Useful and Versatile Chiral Starting Block. 1996, 52(44), 13803-36. 127. Hodgson, D. M.; Gibbs, A. R.; Lee, G. P. Enantioselective Desymmetrisation of Achiral Epoxides. 1996, 52(46), 14361-84. 128. Katritzky, A. R.; Rachwal, S.; Rachwal, B. Recent Progress in the Synthesis of 1,2,3,4-Tetrahydroquinolines. 1996, 52(48), 15031-70. Topics in Current Chemistry 129. Anwander, R.; Herrmann, W. A. Features of Organolanthanide Complexes. 1996, 179, 1-32. 130. Anwander, R. Lanthanide Amides. 1996, 179, 33-112. 131. Edelmann, F. T. Rare Earth Complexes with Heteroallylic Ligands. 1996, 179, 113-148. 132. Anwander, R. Routes to Monomeric Lanthanide Alkoxides. 1996, 179, 149-246. 133. Edelmann, F. T. Lanthanide Metallocenes in Homogeneous Catalysis. 1996, 179, 247-76.
2304 J. Org. Chem., Vol. 62, No. 7, 1997
Recent Reviews
Monographs 134. Abdel-Magid, A. F., Ed. Reductions in Organic Synthesis: Recent Advances and Practical Applications. ACS Symposium Series. The Royal Society of Chemistry: Cambridge, U.K., 1996. 135. Ager, D. J.; East, M. B., Eds. Asymmetric Synthetic Methodology. CRC: Boca Raton, FL, 1996. 136. Anastas, P. T.; Farris, C. A. Benign by Design. Alternative Synthetic Design for Pollution Prevention. American Chemical Society: Washington DC, 1994. 137. Baer, T.; Ng, C.-Y.; Powis, I., Eds. The Structure, Energetics and Dynamics of Organic Ions. Wiley: Chichester, U.K., 1996. 138. Bahl, B. S.; Bahl, A., Eds. A Text Book of Organic Chemistry, 14th ed. Prints India: New Delhi, India, 1996. 139. Berezkin, V. G.; de Zeeuw, J., Eds. Capillary Gas Adsorption Chromatography. Huethig: Heidelberg, Germany, 1996. 140. Braithwaite, A.; Smith, F. J., Eds. Chromatographic Methods, 5th ed. Blackie: London, U.K., 1996. 141. Buckingham, J., Ed. Dictionary of Organic Compounds, 6th ed. Chapman & Hall: London, U.K., 1996. 142. Chang, R., Ed. Essential Chemistry. McGrawHill: New York, 1996. 143. Erdik, E.; Ed. Organozinc Reagents in Organic Synthesis. CRC: Boca Raton, FL, 1996. 144. Ettre, L. S.; Kolb, B., Eds. Headspace Gas Chromatography. VCH: New York, 1996. 145. Ferrier, R. J. Carbohydrate Chemistry: Monosaccharides, Disaccharides, and Specific Oligosaccharides, Vol. 28. The Royal Society of Chemistry: Cambridge, U.K., 1996. 146. Fu¨rstner, A., Ed. Active Metals. VCH: Weinheim, 1995. 147. Gawley, R. E.; Aube, J., Eds. Principles of Asymmetric Synthesis. Elsevier: Amsterdam, The Netherlands, 1996. 148. Geladi, P., Ed. Multivariate Image Analysis in Chemistry and Related Areas: Chemometric Image Analysis. Wiley: Chichester, U.K., 1996. 149. Goad, J.; Akihisa, T., Eds. Handbook of Sterol Analysis. Blackie: Glascow, U.K., 1996. 150. Harwood, L. M.; Claridge, T. D. W., Eds. Introduction to Organic Spectroscopy. Oxford University Press: Oxford, U.K., 1996. 151. Hester, R. E.; Harrison, R. M., Eds. Volatile Organic Compounds in the Atmosphere. The Royal Society of Chemistry: Cambridge, U.K., 1995. 152. Howard, J. A.; Lusztyk, K.; Fischer, H., Eds. Radical Reaction Rates in Liquids, Subvolume D1: Alkox-
yl, Phenoxyl, Carbonyloxyl, and Related Radicals. Springer: Berlin, Germany, 1996. 153. Huber, F., Ed. Organolead Compounds. Part 4. R3PbR′ Compounds. Springer: Berlin, Germany, 1995. 154. Kitson, F. G.; Larsen, B. S.; McEwen, C. N., Eds. Gas Chromatography and Mass Spectrometry. Academic: San Diego, CA, 1996. 155. Koskinen, A. M. P.; Klibanov, A. M., Eds. Enzymic Reactions in Organic Medial. Blackie: Glascow, U.K., 1996. 156. Martinho Simoes, J. A.; Greenberg, A.; Liebman, J. F., Eds. Energetics of Organic Free Radicals. In: Struct. Energ. React. Chem. Ser. 1996, 4. Blackie, Glascow, U.K., 1996. 157. Maskill, H., Ed. Mechanisms of Organic Reactions, Oxford University Press: Oxford, U.K., 1996. 158. Moody, C. J., Ed. Advances in Nitrogen Heterocycles. JAI: Greenwich, C.T., 1996. 159. Patai, S.; Rappoport, Z., Eds. Chemistry of Halides, Pseudo-Halides and Azides, Part I. Wiley: Chichester, U.K., 1995. 160. Pramauro, E.; Pelizzetti, E., Eds. Surfactants in Analytical Chemistry: Applications of Organized Amphiphilic Media. Elsevier: Amsterdam, The Netherlands, 1996. 161. Priebe, W., Ed. Anthracycline Antibiotics. American Chemical Society: Washington, DC, 1994. 162. Rappoport, Z., Ed. The Chemistry of the Cyclopropyl Group, Vol. 2. Wiley: Chichester, U.K., 1995. 163. Rassat, A., Ed. Fullerene Research in France. In: Fullerene Sci. Technol. 1996, 4(6). Dekker, New York, 1996. 164. Salikhov, K. M., Ed. Magnetic Isotope Effect in Radical Reactions. Springer: Vienna, Austria, 1996. 165. Sibilia, J. P., Ed. A Guide to Materials Characterization and Chemical Analysis, 2nd ed. VCH: New York, 1996. 166. Sundberg, R. J., Ed. Indoles. Academic: San Diego, CA, 1996. 167. Trojanowicz, M., Ed. Flow Injection Analysis: Instrumentation and Applications. World Science: Singapore, Singapore, 1996. 168. Tyman, J. H. P., Ed. Synthetic and Natural Phenols. Elsevier: Amsterdam, The Netherlands, 1996. 169. Voegtle, F., Ed. Comprehensive Supramolecular Chemistry, Vol. 2: Molecular Recognition: Receptors for Molecular Guests. Pergamon: Oxford, U.K., 1996. 170. Walter, W., Ed. Beyer/Walter Handbook of Organic Chemistry. Prentice Hall: London, U.K., 1996.
Recent Reviews
J. Org. Chem., Vol. 62, No. 7, 1997 2305
Index Abzymes, 56, 69 Acids, unsaturated, natural, 108 Acridines, tetracyclic, 53 Acyclonucleosides, 9 Adamantane, derivatives, heterocyclic, 113 Adenine, 7-N-oxides, 46 Alcohols, 2-amino-, synthesis, 105 oxidation, 124 Aldehydes, reductive amination, book, 134 Aldol condensations, with tin(II) enolates, 59 Aldol reaction, aqueous, 90 Alkaloids, benzo[c]phenanthridine, 8 sesterterpenoids, 58 tetrahydropyridine, 75 Alkenes, from carbonyls, 19 Alkoxyl radicals, book, 152 Alkyl iodides, 102 Alkynes, reduction, with nitrogenase, 41 Allylation, aqueous, 90 1-Amidoalkyl radicals, 122 Amino acids, in synthesis, 121 1-Aminoalkyl radicals, 122 Aminosulfoxonium salts, 91 Analytical, book, 165 flow injection, book, 167 surfactants, 160 Aniline nucleophiles, 54 Anions, organic, book, 137 Anticancer drugs, photodynamic, 31 Antibiotics, anthracycline, book, 161 glycopeptides, 55 Antibodies, catalytic, 69, 70-1 Antitumor agents, lipids, 112 natural, 82 Antiviral agents, lipids, 112 Aromatic biheterocycles, 5 Aromatics, electrophilic substitution, 93 (Aryloxy)sulfoxonium salts, 91 Asymmetric photoreactions, 14 Asymmetric synthesis, 20 book, 134-5, 147 Autocatalysis, 84 Azadicarbonyls, 6 Azides, book, 159 β-Sultams, 101 Benzene, nucleophilic addition, aniline, 54 Benzoic acid, deoxygenation, 89 Benzo[a,d]cycloalkenes, synthesis by photoamination, 44 Benzylic carbocations, 54 Biheterocycles, aromatic, 5 Bis(stannyl)carbodiimides, 96 Boronic acids, aryl-, as inhibitors, 88 C-C bond formation, aqueous, 90 Lewis acid catalyzed, 90 Carbohydrates, book, 145 libraries, 120 solid-phase synthesis, 120 Carbonyl compounds, R-heterosubstituted, 103 Carbonyloxyl radicals, book, 152 Carboxylic acids, aliphatic, deoxygenation, 89 Catalysis, metal oxides, 89 environmentally friendly, 27 metal, book, 146 Catalysts, supported reagents, 27 titanium, 19 Catalytic antibodies, 56
Cations, organic, book, 137 Chemistry, general, book, 142 Chiral compounds, natural, 74 Chlorocarbonylation, of adamantanes, 17 of cage compounds, of cubanes, 17 Cholesterol, drugs, 33 Chromatography, book, 140 capillary gas, book, 139 R-Chymotrypsin, 88 with crown ethers, 87 Coenzyme B12, 30 Combinatorial chemistry, 18 carbohydrates, 120 Compound libraries, 18 Computational chemistry, 21 H-bond, 2 Copper oxidase, 23 Cross-coupling reactions, 102 Cubanes, 16 Cyanide, reduction, with nitrogenase, 41 Cyclodextrins, photochemistry, 13 Cyclopropyl group, book, 162 Dehalogenases, 80 2′-Deoxyribose, 73 Desilylation, selective, 123 Desymmetrization, enantioselective, 127 Diazo derivatives, 96 Dibenzofurans, polychlorinated, 65 Dibenzo[b,f]thiepin, 50 Dictionary, book, 141 Diels-Alder reaction, aqueous, 90 Dioxins, polychlorinated, 65 Dithioacetals, 102 DNA, 73 Dopamine receptor agonist, 38 Electrochemical synthesis, drugs, 32 Electron transfer, bimolecular, photoinduced, 1 Enaminones, 7 Enols, 20 Environmental chemistry, book, 151 Enzymes, book, 155 Epoxides, achiral, 127 Erythromycin biosynthesis, 26 Flavor biogeneration, 76 Fluorinated alkanes, 47 Formyl transfer, by enzymes, 72 Fullerenes, book, 163 Gas chromatography, book, 154 headspace, book, 144 Geer effect, 104 Glutamate mutase, 30 Glycopeptides, 55 protein receptors, 81 synthesis, 78 Guanine, 7-N-oxides, 46 Halides, book, 159 Heteroaromatics, conducting polymers, 111 Heterocycles, nitrogen-containing, book, 158 polycyclic, 51 Heterogeneous catalysis, 27 mixed metal, 42 Homogeneous catalysis, lanthanide metallocenes, 133 Homogeneous catalysis, mixed metal, 42 Host-guest complexes, 36 book, 169 Host-guest systems, 28 Hydrazines, transition metal complexes, 43
Hydride reduction, book, 134 Hydrides, photodissociation, 15 Hydrochlorofluorocarbons, 63 Hydrogenation, asymmetric, book, 134 Hydrophosphanine oxides, 95 Hydroproline, (2S,3R) L isomer, 126 Hydroxamic acids, in synthesis, 107 Hydroxyalkanoic acids, polymerization, 118 Inclusion compounds, 28 Indoles, book, 166 Inductive effect, 115 Iodocarbocyclization, 106 Isoquinolines, synthesis by photoamination, 44 Ketones, asymmetric hydrosilylation, 94 cyclic, reduction, book, 134 reduction, enantioselective, book, 134 reductive amination, book, 134 Lanthanide alkoxides, 132 Lanthanide amides, 130 Lignin peroxidase, 79 Lipids, cationic, 112 Lithiation, 4 Lithium compounds, 20 Macrocycles, photochemical synthesis, 125 Macrolides, 45 Magnetic isotope effect, book, 164 Mannich reaction, aqueous, 90 Mass spectrometry, book, 154 McMurry reaction, 19 Metallocenes, lanthanide, 133 mononuclear, 11 Metalloproteins, mimics, 86 oxidation, 24 Methane clathrate hydrate, 119 Michael additions, aqueous, 90 with tin(II) enolates, 59 Molecular recognition, 21, 36 book, 169 Molybdenum hydroxylase, 25 Monosaccharides, from aldolase reaction, 78 Multivariate image analysis, book, 148 N-Methoxy amides, in synthesis, 107 N-Methoxyimidoyl halides, 107 Natural products, antitumor agents, 82 marine, 45 Nitrobenzene, deoxygenation, 89 Nucleosides, conformations, 83 Nucleotides, conformations, 83 Olefins, cyclic, oxidation, 109 Oligosaccharides, from glycosyltransferase reaction, 78 Organic chemistry, general, book, 138, 170 Organic halides, 102 Organochalcogen compounds, chiral, 94 Organochlorines, environmentally persistent, 64, 66 natural, 62 waste, 67 Organochromium, 3 Organofluorine, 49 Organolanthanide complexes, 129-33 Organolead compounds, book, 153 Organolithium compounds, 4 Organometallics, 17-electron, 12 19-electron, 12 molybdenum halocarbonyls, 10 tungsten halocarbonyls, 10
2306 J. Org. Chem., Vol. 62, No. 7, 1997 Organosulfur, chiral, 92 Organozinc reagents, book, 143 Oxazoles, steroidal, 51 Oxazolidines, steroidal, 51 2-Oxazolidinones, chiral, synthesis, 105 Oxazolines, steroidal, 51 Oxidation, 109 termination, 110 Parkinson’s disease, drugs, 38 Peptides, amidation, 22 Pergolide, 38 Persistant organic pollutants, 64 Pharmaceuticals, electrosynthesis, 32 Phenols, book, 168 Phenoxyl radicals, book, 152 Phenylalanine hydroxylase, 24 Phosphinines, synthesis, 95 Photoaffinity labeling, 99 Photoamination, 44 Photochemistry, 1, 40 asymmetric synthesis, 14 potential energy, 29 Photodeconjugation, enantioselective, 14 Photosensitizers, in biomedicine, 31 non-porphyrins, 31 Pigments, from fungi, 57 Polyesters, microbial, 118 Polyfluoroalkoxysulfonyl fluorides, 48 Polyimides, aromatic, 114 Polymers, aromatic, 116 conducting, heteroaromatic, 111 heat resistant, 116 Polyorganosiloxanes, 98
Polyvinylchlorine, recycling, 68 Prismanes, 16 Protein-ligand complexes, 21 Protein-nucleic acid complexes, 117 Proteins, affinity modification, 117 copper site, 22-3 Proteins, de novo design, 85 Protonation, enantioselective, 20 Pterin cofactor, 24-5 Purines, 7-N-oxides, 46 Pyrimidines, reaction with hydrazine, 52 ring contraction, 52 Quinoproteins, 22 Radical oxidation, cyclic, termination, 110 Radical reactions, book, 164 Radicals, book, 156 N-substituted, 122 nitroxyl, 124 peroxy, 109 sulfur, 100 Reducing agents, book, 134 metal, book, 146 nitrogenase, 41 samarium(II) iodide, 61 Reductions, asymmetric, book, 134 carboxylic acids, 39 sodium borohydride, 39 with hydride, book, 134 Rotation barriers, 104 Ruthenium complexes, book, 134 Samarium(II) iodide, 61 Self-replication, 84
Recent Reviews Sesterterpenoids, 58 Silyl ethers, deprotection, 123 Solid-phase synthesis, 18 carbohydrates, 120 Solvents, chlorinated, 63 Spectroscopy, book, 150 Stannylcyanamides, 96 Sterols, book, 149 Stilbenes, photocyclization, 50 Styrene, oxidation, 109 Supramolecular chemistry, 28 book, 169 Synthesis, environmentally friendly, 27, 35, 136 mechanisms, book, 157 separations, 37 with plant cultures, 77 Taurins, cyclic sulfonamides, 101 Taxol, 34 Tetrahydroquinolines, 1,2,3,4-, 128 R-Thiocarbocations, 93 Thioethers, 102 oxidation, 100 Thiolating agents, 91 Titanium compounds, 19 Transformylase enzymes, 72 1,2,4-Triazolines-3,5-diones, 6 Trifluoromethyl addition, 97 Tryptophan hydroxylase, 24 Tyrosine hydroxylase, 24 Wittig reaction, [2,3]-, 60 JO974981I
