Recent Reviews. 47 - The Journal of Organic Chemistry (ACS

Publication Date (Web): January 9, 1998. Copyright ... This installment of Recent Reviews covers principally the middle part of the 1997 literature. P...
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J. Org. Chem. 1998, 63, 210-216

Recent Reviews. 47 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(21), 7522-30. 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 1. Rappoport, Z.; Biali, S. E. Threshold Rotational Mechanisms and Enantiomerization Barriers of Polyarylvinyl Propellers. 1997, 30(8), 307-14. 2. Tomioka, H. Persistent Triplet Carbenes. 1997, 30(8), 315-21. 3. Astruc, D. From Organotransition-Metal Chemistry Toward Molecular Electronics: Electronic Communication between Ligand-Bridged Metals. 1997, 30(9), 383-91. 4. Fyfe, M. C. T.; Stoddart, J. F. Synthetic Supramolecular Chemistry. 1997, 30(10), 393-401. 5. Moore, J. S. Shape-Persistent Molecular Architectures of Nanoscale Dimension. 1997, 30(10), 402-13. 6. Poojary, D. M.; Clearfield, A. Application of X-Ray Powder Diffraction Techniques to the Solution of Unknown Crystal Structures. 1997, 30(10), 414-22. 7. Hide, F.; Diaz-Garcia, M. A.; Heeger, A. J. New Developments in the Photonic Applications of Conjugated Polymers. 1997, 30(10), 430-6. Advances in Carbohydrate Chemistry and Biochemistry 8. Lemieux, R. U.; Spohr, U. How Emil Fischer was Led to the Lock and Key Concept for Enzyme Specificity. 1994, 50, 1-20. 9. Schmidt, R. R.; Kinzy, W. Anomeric-Oxygen Activation for Glycoside SynthesissThe Trichloroacetimidate Method. 1994, 50, 21-123. 10. Delederkremer, R. M.; Varela, O. Synthetic Reactions of Aldonolactones. 1994, 50, 125-209. 11. Hounsell, E. F. Physicochemical Analyses of Oligosaccharide Determinants of Glycoproteins. 1994, 50, 311-50.

12. Tvaroska, I.; Taravel, F. R. Carbon-Proton Coupling Constants in the Conformational Analysis of Sugar Molecules. 1995, 51, 15-61. 13. Dais, P. C-13 Nuclear Magnetic Relaxation and Motional Behavior of Carbohydrate Molecules in Solution. 1995, 51, 63-131. 14. Robyt, J. F. Mechanisms in the Glucansucrase Synthesis of Polysaccharides and Oligosaccharides from Sucrose. 1995, 51, 133-68. 15. Aspinall, G. O.; Chatterjee, D.; Brennam, P. J. The Variable Surface Glycolipids of Mycobacteria Structures, Synthesis of Epitopes, and Biological Properties. 1995, 51, 169-242. 16. Tomasik, P.; Zaranyika, M. F. Nonconventional Methods of Modification of Starch. 1995, 51, 243-318. 17. Garegg, P. J. Thioglycosides as Glycosyl Donors in Oligosaccharide Synthesis. 1997, 52, 179-206. 18. Manleyharris, M.; Richards, G. N. Dihexulose Dianhydrides. 1997, 52, 207-66. 19. David, S.; Estramareix, B. Sugars and Nucleotides and the Biosynthesis of Thiamine. 1997, 52, 267309. 20. Chandrasekaran, R. Molecular Architecture of Polysaccharide Helixes in Oriented Fibers. 1997, 52, 311-439. 21. Clarke, M. A.; Edye, L. A.; Eggleston, G. Sucrose Decomposition in Aqueous Solution and Losses in Sugar Manufacture and Refining. 1997, 52, 441-70. Angewandte Chemie, International Edition in English 22. Rottger, D.; Erker, G. Compounds Containing Planar-Tetracoordinate Carbon. 1997, 36(8), 813-27. 23. Jager, R.; Vogtle, F. A New Synthetic Strategy Towards Molecules with Mechanical Bonds: Nonionic Template Synthesis of Amide-Linked Catenanes and Rotaxanes. 1997, 36(9), 930-44.

S0022-3263(98)04981-0 CCC: $15.00 © 1998 American Chemical Society Published on Web 01/09/1998

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42. Galema, S. A. Microwave Chemistry. 1997, 26(3), 233-8. 43. Higgins, S. Conjugated Polymers Incorporating Pendant Functional Groups - Synthesis and Characterisation. 1997, 26(4), 247-58. 44. Aube, J. Oxaziridine Rearrangements in Asymmetric Synthesis. 1997, 26(4), 269-78. 45. Harris, K. D. M. Meldola Lecture: Understanding the Properties of Urea and Thiourea Inclusion Compounds. 1997, 26(4), 279-90. 46. Bernasconi, C. F. Developing the Physical Organic Chemistry of Fischer Carbene Complexes. 1997, 26(4), 299-308. 47. Snook, R. Laser Techniques for Chemical Analysis. 1997, 26(4), 319-26.

24. Walker, M. A. Protein Synthesis by Chemical Ligation of Unprotected Peptides in Aqueous Solution. 1997, 36(10), 1069-71. 25. Arends, I. W. C. E.; Sheldon, R. A.; Wallau, M.; Schuchardt, U. Oxidative Transformations of Organic Compounds Mediated by Redox Molecular Sieves. 1997, 36(11), 1145-63. 26. Kirmse, W. Alkenylidenes in Organic Synthesis. 1997, 36(11), 1164-70. 27. Sturmer, R. Enzymes and Transition Metal Complexes in TandemsA New Concept for Dynamic Kinetic Resolution. 1997, 36(11), 1173-4. 28. Shibasaki, M.; Sasai, H.; Arai, T. Asymmetric Catalysis with Heterobimetallic Compounds. 1997, 36(12), 1237-56. 29. Kauffmann, T. Organomolybdenum and Organotungsten Reagents. 7. Novel Reactions of Organomolybdenum and Organotungsten Compounds: AdditiveReductive Carbonyl Dimerization, Spontaneous Transformation of Methyl Ligands into µ-Methylene Ligands, and Selective Carbonylmethylenation. 1997, 36(12), 1259-75. 30. Ruchardt, C.; Gerst, M.; Ebenhoch, J. Uncatalyzed Transfer Hydrogenation and Transfer Hydrogenolysis: Two Novel Types of Hydrogen-Transfer Reactions. 1997, 36(13/14), 1406-30. 31. Schowen, R. L. Harmony and Dissonance in the Concert of Proton Motions. 1997, 36(13/14), 1434-8. 32. Butenschon, H. Pentalene as a Complex Ligand: New Developments in the Chemistry of Non-alternant, Highly Unsaturated Hydrocarbons. 1997, 36(16), 16957.

48. Rouvray, D. H. Do Molecular Models Accurately Reflect Reality? 1997, (15), 587-90. 49. Reynolds, C. H. Molecular Modelling in Agrochemicals. 1997, (15), 592-5. 50. Tuchscherer, G.; Mutter, M. Designing Novel Proteins. 1997, (15), 597-601. 51. Hutchings, G. J.; Watson, G. W.; Willock, D. J. The Design of Catalysts using Molecular Modelling. 1997, (15), 603-7. 52. Lawton, G. Change of Mood About Pheremones. 1997, (16), 635. 53. Ward, M. D. Current Developments in Molecular Switches. 1997, (16), 640-5. 54. Wiese, T. E.; Kelce, W. R. An Introduction to Environmental Oestrogens. 1997, (16), 648-53.

Chemical Reviews

Chemistry in Britain

33. Rendina, L. M.; Puddephatt, R. J. Oxidative Addition Reactions of Organoplatinum(II) Complexes with Nitrogen-Donor Ligands. 1997, 97(6), 1735-54. 34. de Clercq, P. J. Biotin: A Timeless Challenge for Total Synthesis. 1997, 97(6), 1755-92. 35. Harman, W. D. The Activation of Aromatic Molecules with Pentaammineosmium(II). 1997, 97(6), 1953-78. 36. Fleming, I.; Barbero, A.; Walter, D. Stereochemical Control in Organic Synthesis Using Silicon-Containing Compounds. 1997, 97(6), 2063-92. 37. Humphrey, J. M.; Chamberlin, A. R. Chemical Synthesis of Natural Product Peptides: Coupling Methods for the Incorporation of Noncoded Amino Acids into Peptides. 1997, 97(6), 2243-66. 38. Jasat, A.; Dolphin, D. Expanded Porphyrins and Their Heterologs. 1997, 97(6), 2267-340. 39. Li, A.-H.; Dai, L.-X.; Aggarwal, V. K. Asymmetric Ylide Reactions: Epoxidation, Cyclopropanation, Aziridination, Olefination, and Rearrangement. 1997, 97(6), 2341-72. 40. Saxena, A. K.; Maguire, J. A.; Hosmane, N. S. Recent Advances in the Chemistry of Heterocarborane Complexes Incorporating S- and P-Block Elements. 1997, 97(6), 2421-61.

Chemistry and Industry

55. Rocke, A. A Chemist to Remember. 1997, 33(8), 27-9. 56. Bamforth, C. Brewing a Better Beer. 1997, 33(8), 37-9. 57. Stachulski, A.; Lennard, M. Helping Medicines Go Down. 1997, 33(9), 25-8. 58. Gopinath, L. Drug Patches Catch On. 1997, 33(9), 32-4. 59. O’Driscoll, C. Gene Geniuses. 1997, 33(9), 669. CHEMTECH 60. Muller, G. W. Thalidomide - From Tragedy to New Drug Discovery. 1997, 27(1), 21-5. 61. Schreiber, W. L.; Scharpf, L. G.; Katz, I. Flavors and FragrancessThe Chemistry Challenges. 1997, 27(3), 58-62. 62. Marchionna, M.; Lami, M.; Galletti, A. M. R. Synthesizing Methanol at Lower Temperatures. 1997, 27(4), 27-32. 63. Wysong, C. L.; Yokum, T. S.; McLaughlin, M. L.; Hammer, R. P. Controlling Peptide Structure. 1997, 27(7), 26-33. 64. Bose, A. K.; Banik, B. K.; Lavlinskaia, N.; Jayaraman, M.; Manhas, M. S. More Chemistry in a Microwave. 1997, 27(9), 18-24.

Chemical Society Reviews

Contemporary Organic Synthesis

41. Boyall, D.; Reid, K. L. Modern Studies of Intramolecular Vibrational Energy Redistribution. 1997, 26(3), 223-32.

65. Aldabbagh, F.; Bowman, W. R. Synthesis of Heterocycles by Radical Cyclization. 1997, 4(4), 26180.

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66. 1997, 67. 1997, 68. 51.

Collins, I. Saturated and Unsaturated Lactones. 4(4), 281-307. Ladduwahetty, T. Carboxylic Acids and Esters. 4(4), 309-25. North, M. Amines and Amides. 1997, 4(4), 326-

Coordination Chemistry Reviews 69. Weber, L. Transition-Metal Functionalized Homoand Heterocycles with Phosphorus Atoms. 1997, 158, 1-67. 70. Mitchell, M. C.; Kee, T. P. Recent Developments in Phosphono-Transfer Chemistry. 1997, 158, 359-83. 71. Boese, W.; McFarlane, K.; Lee, B.; Rabor, J.; Ford, P. C. Photochemistry as a Tool for Elucidating Organometallic Reaction Mechanisms. 1997, 159, 135-51. 72. Stueckl, A. C. The Vibronic Structure in the Emission Spectra of Some Thienylpyridine Complexes. 1997, 159, 407-23. 73. Cotton, S. A. Aspects of the Lanthanide-Carbon σ-Bond. 1997, 160, 93-127. 74. Ungvary, F. Application of Transition Metals in Hydroformylation. Annual Survey Covering the Year 1995. 1997, 160, 129-59. 75. Richmond, M. G. Annual Survey of Organometallic Metal Cluster Chemistry for the Year 1995. 1997, 160, 237-94. 76. Kovacs, I.; Ungvary, F. Synthesis, Characterization and Reactions of Acylcobalt Carbonyl Complexes, RC(O)Co(CO)4-nLn (n ) 0, 1, 2, 3). 1997, 161, 1-32. 77. Hegedus, L. S. Transition Metals in Organic Synthesis. Highlights for the Year 1995. 1997, 161, 129-255. Gazzetta Chimica Italiana 78. Raimondi, L. The Origin of Stereoselection in 1,3Dipolar Cycloadditions to Chiral Alkenes. 1997, 127(4), 167-75. 79. Lucchini, V.; Modena, G.; Pasquato, L. Thiiranium and Thiirenium Ions. From Reaction Intermediates to Building Blocks in Organic Synthesis. 1997, 127(4), 177-88. Journal of the Brazilian Chemical Society 80. Dias, L. C. Chiral Lewis Acid Catalysts in DielsAlder Cycloadditions: Mechanistic Aspects and Synthetic Applications of Recent Systems. 1997, 8(4), 289-332. Journal of Fluorine Chemistry 81. Noel, M.; Suryanarayanan, V.; Chellammal, S. A Review of Recent Developments in the Selective Electrochemical Fluorination of Organic Compounds. 1997, 83(1), 31-40. Journal of Physical Organic Chemistry 82. Shim, J. Y.; Allinger, N. L.; Bowen, J. P. Molecular Mechanics (MM3) Studies of Monochloroalkanes. 1997, 10(1), 3-21. 83. Zhai, H. B.; Platz, M. S. Absolute Reactivity of Singlet Pentafluorophenylnitrene with Representative Alkenes. 1997, 10(1), 22-6.

Recent Reviews

84. Patz, M.; Fukuzumi, S. Electron Transfer in Organic Reactions. 1997, 10(3), 129-37. 85. Claessens, C. G.; Stoddart, J. F. π-π Interactions in Self-Assembly. 1997, 10(5), 254-72. 86. Lhotak, P.; Shinkai, S. Cation-π Interactions in Calix[n]arene and Related Systems. 1997, 10(5), 27385. 87. Kano, K. Mechanisms for Chiral Recognition by Cyclodextrins. 1997, 10(5), 286-91. 88. Raevsky, O. A. Quantification of Non-Covalent Interactions on the Basis of the Thermodynamic Hydrogen Bond Parameters. 1997, 10(5), 405-13. Natural Product Reports 89. Kelly, N. M.; Sutherland, A.; Willis, C. L. Syntheses of Amino Acids Incorporating Stable Isotopes. 1997, 14(3), 205-19. 90. Hanson, J. R. Diterpenoids. 1997, 14(3), 24558. 91. Hanson, J. R. Steroids: Reaction and Partial Synthesis. 1997, 14(4), 373-86. 92. Ihara, M.; Fukumoto, K. Recent Progress in the Chemistry of Non-Monoterpenoid Indole Alkaloids. 1997, 14(4), 413-29. New Journal of Chemistry 93. Rietveld, M. H. P.; Grove, D. M.; van Koten, G. Recent Advances in the Organometallic Chemistry of Aryldiamine Anions that can Function as N,C,N′- and C,N,N′-Chelating Terdentate “Pincer” Ligands: An Overview. 1997, 21(6-7), 751-71. 94. Anh, N. T.; Maurel, F. Use and Misuse of Frontier Orbital Theory. 1997, 21(8), 861-71. Organic Preparations and Procedures International 95. Gao, H. Approaches to Partial Syntheses of 11Oxo Steroids. A Brief Review. 1997, 29(5), 499-539. Organic Reactions 96. Clark, R. D.; Jahangir, A. Lateral Lithiation Reactions Promoted by Heteroatomic Substituents. 1995, 47, 1-314. 97. Little, R. D.; Masjedizadeh, M. R.; Wallquist, O.; McLoughlin, J. I. The Intramolecular Michael Reaction. 1995, 47, 315-552. 98. Katsuki, T.; Martin, V. S. Asymmetric Epoxidation of Allylic Alcohols: The Katsuki-Sharpless Epoxidation Reaction. 1996, 48, 1-299. 99. Giese, B.; Kopping, B.; Gobel, T.; Dickhaut, J.; Thoma, G.; Kulicke, K. J.; Trach, F. Radical Cyclization Reactions. 1996, 48, 301-856. 100. Jones, G.; Stanforth, S. P. The Vilsmeier Reaction of Fully Conjugated Carbocycles and Heterocycles. 1997, 49, 1-330. 101. Rigby, J. H. [6 + 4] Cycloaddition Reactions. 1997, 49, 331-425. 102. Melikyan, G. G. Carbon-Carbon Bond-Forming Reactions Promoted by Trivalent Manganese. 1997, 49, 427-675.

Recent Reviews

103. Farina, V.; Krishnamurthy, V.; Scott, W. J. The Stille Reaction. 1997, 50, 1-652. Progress in Nuclear Magnetic Resonance Spectroscopy 104. Daragan, V. A.; Mayo, K. H. Motional Model Analyses of Protein and Peptide Dynamics Using 13C and 15N NMR Relaxation. 1997, 31(1), 63-105. Pure and Applied Chemistry 105. Mahidol, C.; Prawat, H.; Ruchirawat, S. Natural Products for the Improvement of the Quality of Life. 1997, 69(4), 655-8. 106. Shallenberger, R. S. Taste Recognition Chemistry. 1997, 69(4), 659-66. 107. van der Heijden, A. Historical Overview on Structure-Activity Relationships Among Sweeteners. 1997, 69(4), 667-74. 108. Tanaka, O. Improvement of Taste of Natural Sweeteners. 1997, 69(4), 675-84. 109. Birch, G. G.; Parke, S.; Siertsema, R.; Westwell, J. M. Importance of Molar Volumes and Related Parameters in Sweet Taste Chemoreception. 1997, 69(4), 68592. 110. Hough, L.; Suami, T.; Machinami, T. Manipulation and Magnification of the Sweetness of Sucrose. 1997, 69(4), 693-700. 111. Schiffman, S. S. Receptors that Mediate Sweetness: Inferences from Biochemical, Electrophysiological and Psychophysical Data. 1997, 69(4), 701-8. 112. Mataga, N. Development of Exciplex Chemistry: Some Fundamental Aspects. 1997, 69(4), 729-34. 113. Kelly, J. M.; Feeney, M. M.; Jacquet, L.; KirschDe Mesmaeker, A.; Lecomite, J.-P. Photoinduced Electron Transfer Between Ruthenium Complexes and Nucleotides or DNA. 1997, 69(4), 767-72. 114. Klessinger, M. Theoretical Models for the Selectivity of Organic Singlet and Triplet Photoreactions. 1997, 69(4), 773-8. 115. Platz, M. S.; Huang, H.; Ford, F.; Toscano, J. Photochemical Rearrangements of Diazirines and Thermal Rearrangements of Carbenes. 1997, 69(4), 803-7. 116. Roth, H. D.; Weng, H.; Zhou, D.; Herbertz, T. Electron Transfer Photochemistry of Bifunctional StrainedRing and Unsaturated Systems. 1997, 69(4), 809-14. 117. Wentrup, C.; Reisinger, A.; Qiao, G. G.; Visser, P. Photochemistry of Pyridyl Azides and Diazo Ketones in Matrix and in Solution. 1997, 69(4), 847-50. Russian Chemical Reviews 118. Maklakov, L. I.; Aksakova, S. V. Low-Frequency Vibrational Spectroscopy of Amides and Urethanes. 1997, 66(5), 375-88. 119. Vernitskaya, T. V.; Efimov, O. N. Polypyrrole: A Conducting Polymer; Its Synthesis, Properties and Applications. 1997, 66(5), 443-57. 120. Zaslonko, I. S. Energy Exchange and Reactions of Highly Excited Polyatomic Molecules. 1997, 66(6), 483-508. 121. Jouikov, V. V. Electrochemical Reactions of Organosilicon Compounds. 1997, 66(6), 509-40.

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122. Irzhak, V. I. Methods of Description of the Polycondensation Kinetics and the Structures of the Polymers Formed. 1997, 66(6), 541-52. Science 123. Craig, S. L.; Brauman, J. I. Perturbed Equilibria and Statistical Energy Redistribution in a Gas-Phase SN Reaction. 1997, 276(5318), 1536-8. 124. Wedemayer, G. J.; Patten, P. A.; Wang, L. H.; Schultz, P. G.; Stevens, R. C. Evolution of an Antibody Combining Site. 1997, 276(5319), 1665-9. 125. Waltz, K. M.; Hartwig, J. F. Selective Functionalization of Alkanes by Transition-Metal Boryl Complexes. 1997, 277(5323), 211-3. 126. Jacobsen, J. R.; Hutchinson, C. R.; Cane, D. E.; Khosla, C. Precursor-Directed Biosynthesis of Erythromycin Analogs by an Engineered Polyketide Synthase. 1997, 277(5324), 367-9. 127. Tokunaga, M.; Larrow, J. F.; Kakiuchi, F.; Jacobsen, E. N. Asymmetric Catalysis with Water: Efficient Kinetic Resolution of Terminal Epoxides by Means of Catalytic Hydrolysis. 1997, 276(5328), 9368. Sulfur Reports 128. Sadekov, I. D.; Minkin, V. I. Synthesis and Reactions of Diorganyl Ditellurides. 1997, 19(2), 285348. 129. Nakayama, J.; Sugihara, Y. The Chemistry of Thiophene 1-Oxides. 1997, 19(2), 349-75. 130. Abu-Yousef, I. A.; Harpp, D. N. Episulfoxides. Synthesis and Chemistry. 1997, 20(1), 1-30. SynthesissStuttgart 131. Arts, S. J. H. F.; Mombarg, E. J. M.; Van Bekkum, H.; Sheldon, R. A. Hydrogen Peroxide and Oxygen in Catalytic Oxidation of Carbohydrates and Related Compounds. 1997(6), 597-613. 132. Waschbusch, R.; Carran, J.; Marinetti, A.; Savignac, P. The Synthesis of Dialkyl R-Halogenated Methylphosphonates. 1997(7), 727-43. 133. Fensterbank, L.; Malacria, M.; Sieburth, S, McN. Intramolecular Reactions of Temporarily Silicon-Tethered Molecules. 1997(8), 813-54. Tetrahedron 134. Shibasaki, M.; Boden, C. D. J.; Kojima, A. The Asymmetric Heck Reaction. 1997, 53(22), 7371-93. 135. Kabalka, G. W.; Pagni, R. M. Organic Reactions on Alumina. 1997, 53(24), 7999-8064. 136. Ebbers, E. J.; Ariaans, G. J. A.; Houbiers, J. P. M.; Bruggink, A.; Zwanenburg, B. Controlled Racemization of Optically Active Organic Compounds: Prospects for Asymmetric Transformation. 1997, 53(28), 9417-76. 137. Frederick, M. A.; Hulce, M. Ambiphilic Allenyl Enolates. 1997, 53(30), 10197-226. 138. Sutherland, J. D.; Whitfield, J. N. Prebiotic Chemistry: A Bioorganic Perspective. 1997, 53(34), 11493-527. 139. Hanessian, S.; McNaughton-Smith, G.; Lombart, H.-G.; Lubell, W. D. Design and Synthesis of Confor-

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Recent Reviews

mationally Constrained Amino Acids as Versatile Scaffolds and Peptide Mimetics. 1997, 53(38), 12789-854. 140. van Deurzen, M. P. J.; van Rantwijk, F.; Sheldon, R. A. Selective Oxidation Catalyzed by Peroxidases. 1997, 53(39), 13183-221. 141. Guibe, F. Allylic Protecting Groups and Their Use in a Complex Environment. 1. Allylic Protection of Alcohols. 1997, 53(40), 13509-56. 142. Paquette, L. A. Recent Applications of Anionic Oxy-Cope Rearrangements. 1997, 53(41), 13971-4020. 143. Kappe, C. O.; Murphree, S. S.; Padwa, A. Synthetic Applications of Furan Diels-Alder Chemistry. 1997, 53(42), 14179-231. 144. Nangia, A.; Prasuna, G.; Rao, P. B. Synthesis of Cyclopenta[c]pyran Skeleton of Iridoid Lactones. 1997, 53(43), 14507-43. Tetrahedron: Assymetry 145. Osborn, H. M. I.; Sweeney, J. The Asymmetric Synthesis of Aziridines. 1997, 8(11), 1693-715. 146. Enders, D.; Reinhold, U. Asymmetric Synthesis of Amines by Nucleophilic 1,2-Addition of Organometallic Reagents to the CN-Double Bond. 1997, 8(12), 1895946.

147. Arsequell, G.; Valencia, G. O-Glycosyl R-Amino Acids as Building Blocks for Glycopeptide Synthesis. 1997, 8(17), 2839-76. Topics in Current Chemistry 148. Tietze, L. F.; Kettschau, G. Hetero Diels-Alder Reactions in Organic Chemistry. 1997, 189, 1-120. 149. Padwa, A. Tandem Processes of Metallo Carbenoids for the Synthesis of Azapolycycles. 1997, 189, 121-58. 150. Chiu, P.; Lautens, M. Using Ring-Opening Reactions of Oxabicyclic Compounds as a Strategy in Organic Synthesis. 1997, 190, 1-85. 151. Perlmutter, P. The Nucleophilic Addition/Ring Closure (NARC) Sequence for the Stereocontrolled Synthesis of Heterocycles. 1997, 190, 87-101. 152. Lee, A. W. M.; Chan, W. H. Chiral Acetylenic Sulfoxides and Related Compounds in Organic Synthesis. 1997, 190, 103-29. 153. Weinreb, S. M. N-Sulfonyl IminessUseful Synthons in Stereoselective Organic Synthesis. 1997, 190, 131-84.

Contributed Volumes Alkaloids: Chemical and Biological Perspectives. Volume 12. Pelletier, S. W., Ed. Elsevier Science: Oxford, 1998. 154. Tillequin, F.; Michel, S.; Skaltsounis, A.-L. Acronycine-Type Alkaloids: Chemistry and Biology. 155. Ripperger, H. Solanum Steroid Alkaloidssan Update. 156. Wipf, P. Synthesis and Structure-Activity Studies of Lissoclinum Peptide Alkaloids.

157. Smith, M. B. Pyroglutamate as a Chiral Template for the Synthesis of Alkaloids. 158. Sto¨ckigt, J.; Unger, M.; Sto¨ckigt, D.; Belder, D. Analysis of Alkaloids by Capillary Electrophoresis and Capillary ElectrophoresissElectrospray Mass Spectroscopy. 159. Lee, B. H.; Clothier, M. F.; Kornis, G. I. Oxidation of Anthelmentic Marcofortine A, an Indole Alkaloid.

Monographs 160. Allen, D. W. Organophosphorus Chemistry. Vol. 28. The Royal Society of Chemistry: Cambridge, U.K., 1997. 161. Bakhtiar, C.; Hardy, D. T., Eds. Lectures on Organic Chemistry. Imperial College Press: London, 1997. 162. Bansal, R. K., Ed. Heterocyclic Chemistry, 2nd ed. New Age International Ltd: New Delhi, India, 1996. 163. Bovey, F. A.; Mirau, P. A. NMR of Polymers. Academic Press: London, 1996. 164. Davies, J. S. Amino Acids, Peptides, and Proteins: Vol. 28. Royal Society of Chemistry: Cambridge, U.K., 1997. 165. Ferrier, R. J. Carbohydrate Chemistry: Monosaccharides, Disaccharides, and Specific Oligosaccharides, Vol. 29. The Royal Society of Chemistry: Cambridge, U.K., 1997. 166. French, A. D.; Csizmadia, I. G., Eds. Special Issue: Carbohydrate Modeling. [In: Theochem, 1997, 395-6] Elsevier: Amsterdam, The Netherlands, 1997.

167. Gilbert, A. Photochemistry. Vol. 28. The Royal Society of Chemistry: Cambridge, U.K., 1997. 168. Glass, R. S.; Okazaki, R., Eds. Recent Aspects of S, Se, and Te Chemistry. [In: Tetrahedron, 1997, 53(36)]. Pergamon: Oxford, 1997. 169. Hudlicky, T. Asymmetric Synthesis. [In: Curr. Org. Chem. 1997, 1(1)]. Bentham Sci Publ: Hilversum, The Netherlands, 1997. 170. Jinno, K. Chromatographic Separations Based on Molecular Recognition. VCH: Weinheim, Germany, 1996. 171. Juaristi, E., Ed. Enantioselective Synthesis of β-Amino Acids. Wiley-VCH: New York, 1997. 172. Martin, R., Ed. Handbook of Hydroxyacetophenones. Kluwer: Dordrecht, The Netherlands, 1997. 173. Pretsch, E.; Clerc, J. T. Spectra Interpretation of Organic Compounds. VCH: Weinheim, Germany, 1997. 174. Sasson, Y.; Neumann, R., Eds. Handbook of Phase Transfer Catalysis. Blackie: London, 1997.

Recent Reviews

J. Org. Chem., Vol. 63, No. 1, 1998 215

Index Alcohols, allylic protection, 141 allylic, epoxidation, 98 Aldonolactones, synthesis, 10 Alkaloids, non-monoterpenoid indole, 92 acronycine, 154 capillary electrophoresis, 158 diterpenoids, 90 indole, 159 Lissoclinum peptide, 156 mass spectroscopy, 158 synthesis with pyroglutamate, 157 Alkanes, boration, 125 monochloro-, 82 Alkenes, 1,3-dipolar cycloadditions, 78 arylation, Pd-catalyzed, 134 reaction with nitrenes, 83 vinylation, Pd-catalyzed, 134 Alkenylidenes, 26 Allenyl enolates, 137 Alumina, reaction surface, 135 Amides, 68 spectroscopy, 118 Amines, 68 asymmetric synthesis, 146 Amino acids, azabicycloalkane, 139 β, enantioselective synthesis, book, 171 book, 164 constrained, 139 diazabicycloalkane, 139 disubstituted, 63 labeled, 89 oxazabicycloalkane, 139 racemase, 136 thiazabicycloalkane, 139 Aminophosphonic acids, 70 Analysis, laser, 47 Antibody combining site, 124 Aromas, hop, 56 Aromatics, activation, 35 Arylcarbenes, rearrangement, 117 Asymmetric catalysis, 80 Asymmetric synthesis, book, 169 Azapolycycles, 149 Azides, pyridyl, photochemistry, 117 Aziridines, asymmetric synthesis, 145 Bacteriocide, peptide structure, 63 Beer, biosynthesis, 56 Bicyclics, ring opening, 150 Biotin, synthesis, 34 Calixarenes, cation-π interactions, 86 Carbenes, persistent triplet, 2 Carbohydrates, book, 165 conformational analysis, 12 dihexulose dianhydrides, 18 modeling, book, 166 NMR, 12-13 NMR, book, 165 oxidation, 131 Carbon-carbon bond formation, 102 Carbon, planar-tetracoordinate, 22 Carbonylation, mechanism, 71 Carbonyls, phosphorylation, 70 photolysis, book, 167 Carboranes, 40 Carboxylic acids, preparation, 67 Carboxylic esters, preparation, 67 Cascade reactions, isomu¨nchnone preparation, 149 Cassava, 105 Catalysis, manganese, 102 phase transfer, book, 174

Catalysts, heterobimetallic, 28 molecular modeling, 51 oxidation, 25 Catenanes, amide-linked, 23 Chromatography, molecular recognition, book, 170 Computational chemistry, catalysis, 51 Crystal structures, XPD, 6 Cyclization, nucleophilic addition, 151 with radicals, 99 Cycloaddition, [6 + 4], 101 asymmetric Diels-Alder, 80 Cyclodextrins, chiral recognition, 87 Dendrimers, 5 Diazirines, photochemical rearrangement, 115 Diels-Alder reaction, asymmetric, 80 catalysts, 80 furan, 143 hetero-, 148 1,5-Dien-3-ols, oxy-Cope rearrangement, 142 Dienophile-Lewis acid complex, 80 Diterpenoids, 90 DNA probes, ruthenium, 113 Drug delivery, 58 Drug metabolism, 57 Electron transfer, 84 intramolecular, 3 Electropolymerization, 43 Enantiomerization barriers, polyarylvinyl propellers, 1 Enzymes, transition metal complexes, 27 Episulfoxides, 130 Epoxidation, Katsuki-Sharpless, 98 stereoselective, 98 Epoxides, terminal, asymmetric hydrolysis, 127 Erythromycin, biosynthesis, 126 Ethers, allyl, cleavage, 141 Exciplex chemistry, 112 Fischer carbene complexes, 46 Fischer, Emil, 8 Flavors, 61 lager, 56 Fluorination, electrochemical, 81 Fragrances, 61 Frontier orbital theory, 94 Gene therapy, 59 Glycolipids, 15 Glycopeptide synthesis, 147 Glycoproteins, oligosaccharide determinants, 11 Glycoside synthesis, trichloroacetimidate in, 9 Heck reaction, asymmetric, 134 Heterocarboranes, 40 Heterocycles, book, 162 by radical cyclization, 65 N-containing, preparation, 149 phosphane-containing, 69 stereocontrolled synthesis, 151 Heterogeneous catalysis, alumina, 135 Host-guest complexes, 8 Hydrazones, organometallic nucleophilic addition, 146 Hydroformylation catalysts, 74 Hydrogen bond parameters, 88 Hydrogenation, 30 Hydrogenolysis, 30 Hydrogen transfer, 30 Hydrosilylation, regioselective, 133

Hydroxyacetophenones, book, 172 Imines, N-sulfonyl, 153 Inclusion compounds, 45 Indole alkaloids, 159 non-monoterpenoid, 92 Iridoids, lactone, 144 Ketones, diazo, photochemistry, 117 Kinetic resolution, 27 Lactones, iridoid, 144 preparation, 66 Lanthanide-carbon σ-bond, 73 Lewis acids, chiral, 80 Ligands, aryldiamine, 93 bridged, conductors, 3 terdendate, 93 Lithiation, 96 Lock and key principle, 8 Luminescence, 72 Macrocycles, 5 Metallocarboranes, 40 Methanol, low-temperature synthesis, 62 Meyer, Victor, 55 Michael reaction, intramolecular, 97 Microwaves, 42, 64 Molecular modeling, 48 agrochemicals, 49 carbohydrates, book, 166 Molecular recognition, chromatographic separations, book, 170 Molecular switches, 53 Monoterpenes, iridoid, 144 Natural products, sweeteners, 105-8 Nitrones, organometallic nucleophilic addition, 146 Nucleic acids, phosphorus in, book, 160 ruthenium complexes, 113 Nucleophilic substitution, kinetic, 123 Oestrogens, environmental, 54 Oligosaccharides, from sucrose, 14 glycosyl donors, 17 in synthesis, 17 Organic chemistry, general, book, 161 Organochlorides, 82 Organocobalt complexes, 76 Organolanthanides, chiral Lewis acids, 80 Organometallic cluster compounds, 75 Organomolybdenum, 29 Organophosphanes, metal-functionalized, 69 Organophosphorus compounds, 70 Organoplatinum complexes, nitrogen donors, 33 Organoselenium, book, 168 Organosilicon compounds, electrochemical reactions, 121 Organosulfur, book, 168 Organotelerium, book, 168 Organotellurides, 128 Organotitanium, chiral Lewis acids, 80 Organotungsten, 29 Osmium complexes, 35 Oxazaborolidines, chiral, 80 Oxaziridine rearrangements, 44 Oxidation catalysts, 25 Oxidation, peroxidases, 140 Oximes, organometallic nucleophilic addition, 146 Oxy-Cope rearrangement, anionic, 142 Pentalenes, 32 Peptide conformation, 63 Peptide coupling, 37

216 J. Org. Chem., Vol. 63, No. 1, 1998 Peptide mimetics, 139 Peptides, book, 164 dynamics, NMR, 104 Phosphazenes, book, 160 Phosphines, book, 160 Phosphonates, halomethyl, 132 Photochemistry, elucidating mechanisms, 71 organic, book, 167 Photoexcitation, 112 Photoreactions, singlet, 114 triplet, 114 Polyatomic molecules, excited, 120 Polycondensation, kinetics, 122 Polyketide synthase, 126 Polymers, conducting, 119 conjugated, 43 conjugated, photonics, 7 NMR, book, 163 photochemistry, book, 167 semiconducting, 7 Polypyrrole, 43, 119 Polysaccharides, helixes, 20 from sucrose, 14 Polythiophenes, functionalized, 43 Porphyrins, expanded, 38 Prebiotics, 138 Protecting groups, allylic, 141 Protein design, 50 Protein mimetics, 50 Protein structure, book, 164 Protein synthesis, chemical ligation, 24 Proteins, dynamics, NMR, 104

Recent Reviews Proton transfer, 31 Racemization, controlled photochemical, 136 Radical cations, vinylcycloalkane, 116 Radicals, cyclization, 99 Receptors, sweeteners, 106, 109, 111 Redox molecular sieves, 25 Ring opening, of oxabicyclics, 150 Rotaxanes, amide-linked, 23 Ruthenium complexes, DNA binding, 113 Self-assembly, π-π interactions, 85 Silicon ethers, 133 Silicon linkages, temporary, 133 Silicon-tethered reactions, 133 Silicon, stereocontrol, 36 Spectroscopy, optical disc, book, 173 Starch, modification, 16 Stereocontrol, with silicon, 36 Steroids, 91 11-oxo-, 95 estradiol, 95 Solanum, 155 Stevioside, 105 Stille reaction, 103 Sucrose, decomposition, 21 sweetness manipulation, 110 Sulfonates, acetylenic reaction, 152 Supramolecular chemistry, 4 Sweeteners, chiral, 106 natural, 108 structure-activity, 107 Synthesis, enzymatic, 126

Tandem reactions, metallo carbenoids, 149 Taste recognition, sweetness, 106, 109, 111 Tautomerization, 31 Terpenes, bifunctional, electron transfer, 116 Thalidomide, 60 Thiamine, biosynthesis, 19 Thienylpyridine complexes, 72 Thiiranium ions, 79 Thiirenium ions, 79 Thiophene oxides, 129 Thiourea compounds, 45 Transition metal complexes, in synthesis, 77 Urea compounds, 45 Urethanes, spectroscopy, 118 Vibrational energy transfer, 41 Vilsmeier reaction, conjugated carbocycles, 100 heterocycles, 100 Vomeropherins, 52 Ylides, asymmetric reactions, 39 aziridination, 39 cyclopropanation, 39 epoxidation, 39 olefination, 39 phosphorus, book, 160 rearrangement, 39 stereoselective reactions, 39 Zeolites, 25

ERRATUM: Recent Reviews 46, p 7528: “Heterocycles” should be inserted under “Herpes virus, book, 185”. JO984981Y