Recent Reviews. 11 - American Chemical Society

Specialist Periodical Reports, and compilations of symposia proceedings are omitted. This installment of Recent Reviews covers the second half of this...
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J. Org. Chem. 1983,48, 1394-1398

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Recent Reviews. 11 Reviews are listed in order of appearance in the sources indicated. In multidisciplinary review journals, only those review which fall within the scope of thisJournal are included. Sources are listed alphabetically in three categories: regularly issued review journals and series volumes, contributed volumes, and monographs. Titles are numbered serially, and these numbers are used for references 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 the second half of this 1982 literature. Previous installment: J. Org Chem. 1982,47,4600. For regularly issued journals and series volumes, the coverage in this installment continues from the last items included in Recent Reviews 10.

Regularly Issued Journals and Series Volumes Accounts of Chemical Research 1. Lyerla, J. R.; Yannoni, C. S.; Fyfe, C. A. Chemical Ap-

plications of Variable-Temperature CPMAS NMR Spectroscopy in Solids. 1982, 15, 208. 2. Lipscomb, W. N. Acceleration of Reactions by Enzymes. 1982, 15, 232. 3. Paddon-Row, M. N. Some Aspects of Orbital Interactions through Bonds: Physical and Chemical Consequences. 1982,15, 245. 4. Scaiano, J. C. Laser Flash Photolysis Studies of the Reactions of Some 1,4-Biradicals. 1982, 15, 252. 5. Kosower, E. M. Intramolecular Donol-Acceptor Systems. 9. Excited-State Intramolecular Charge Transfer. 1982, 15, 259. 6. Schaefer, H. F., I11 The Silicon-Carbon Double Bond: A Healthy Rivalry between Theory and Experiment. 1982, v 15, 283. 7. Ganem, B. New Chemistry of Naturally Occurring Polyamines. 1982, 15, 290. 8. Parham, W. E.; Bradsher, C. K. Aromatic Organolithium Reagents Bearing Electrophilic Groups. Preparation by Halogen-Lithium Exchange. 1982, 15, 300. 9. Beak, P.; Snieckus, V. Directed Lithiation of Aromatic Tertiary Amides: An Evolving Synthetic Methodology for Polysubstituted Aromatics. 1982, 15, 306. 10. Zimmerman, H. E. Some Theoretical Aspects of Organic Photochemistry. 1982, 15, 312. 11. Halpern, J. Formation of Carbon-Hydrogen Bonds by Reductive Elimination. 1982, 15, 332. 12. Negishi, E.-i. Palladium- or Nickel-Catalyzed Cross Coupling. A New Selective Method for Carbon-Carbon Bond Formation. 1982, 15, 340. 13. Stang, P. J. Recent Developments in Unsaturated Carbenes and Related Chemistry. 1982, 15, 348. 14. Butler, G. B. Cyclopolymerization and Cyclocopolymerization. 1982, 15, 370. Advances in Heterocyclic C h e m i s t r y 15. Jones, G. Aromatic Quinolizines. 1982, 31, 2. 16. Pedersen, C. Th. 1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones. 1982, 31, 63. 17. Perlmutter, H. D.; Trattner, R. B. Azocines. 1982,31, 116. 18. Kobayashi, Y.; Kumadaki, I. Dewar Heterocycles and Related Compounds. 1982, 31, 169. 19. Meth-Cohn, 0.; Tarnowski, B. Cyclizations under Vilsmeier Conditions. 1982, 31, 207. 20. Dean, F. M. Recent Advances in Furan Chemistry. Part 11. 1982, 31, 238. Aldrichimica A c t a 21. Evans, D. A. Studies in Asymmetric Synthesis. The Development of Practical Chiral Enolate Synthons. 1982, 2, 23.

22. Hase, T. A.; Koskimies, J. K. A Compilation of References on R-Functional Acyl Anion Synthons, RCO-. 1982,2,35.

Angewandte Chemie, I n t e r n a t i o n a l Edition in

English 23. Sigel, H. Hydrophobic and Metal-Ion Coordinating

Properties of a-Lipoic Acid-An Example of Intramolecular Equilibria in Metal-Ion Complexes. 1982,21, 389. 24. Tedder, J. M. Which Factors Determine the Reactivity and Regioselectivity of Free Radical Substitution and Addition Reactions? 1982, 21, 401. 25. Kauffmann, T. New Possible Applications of Heavy Main-Group Elements in Organic Synthesis [New synthetic methods (36)]. 1982,21, 410. 26. Kleinschroth, J.; Hopf, H. The Chemical Behavior of Multibridged [B,]Cyclophanes. 1982, 21, 469. 27. Harre, M.; Raddatz, P.; Walenta, R.; Winterfeldt, E. 4-0xo-2-cyclopentenylAcetate-A Synthetic Intermediate. 1982, 21, 480. 28. Baudler, M. Chain and Ring Phosphorus Compounds-

Analogies between Phosphorus and Carbon Chemistry. 1982, 21, 492. 29. Kessler, H. Conformation and Biological Activity of Cyclic Peptides. 1982,21, 512. 30. Hoffmann, R. W. Diastereogenic Addition of Crotylmetal Compounds to Aldehydes. 1982,21, 555. 31. Prelog, V.; Helmchen, H. Basic Principles of the CIPSystem and Proposals for a Revision. 1982, 21, 567. 32. Drauz, K.; Kieemann, A.; Martens, J. Induction of Asymmetry by Amino Acids. 1982,21, 584. 33. Jaenicke, L.; Boland, W. Signal Substances and their Reception in the Sexual Cycle of Marine Brown Algae. 1982, 21, 643. 34. Seebach, D.; Prelog, V. The Unambiguous Specification of the Steric Course of Asymmetric Syntheses. 1982,21,

654. Pusch, W.; Watch, A. Synthetic MembranesPreparation, Structure, and Application. 1982, 21, 660. 36. Hoffmann, R. Building Bridges Between Inorganic and Organic Chemistry (Nobel Lecture). 1982, 21, 711. 37. Mimoun, H. Oxygen Transfer from Inorganic and Organic Peroxides to Organic Substrates: A Common Mechanism? 1982, 21, 734. 38. Bartmann, W.; Beck, G. Prostacyclin and Synthetic Analogues. 1982, 21, 751. 39. Fukui, K. The Role of Frontier Orbitals in Chemical Reactions (Nobel Lecture). 1982, 21, 801. 40. Ugi, I. From Isocyanides via Four-Component Condensations to Antibiotic Syntheses. 1982, 21, 810. 41. Demuth, M.; Schaffner, K. Tricyclo[3.3.O.@~]odan-3-ones: Photochemically Prepared Building Blocks for Enantiospecific Total Syntheses of Cyclopentanoid Natural Products. 1982, 21, 820. 35.

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Recent Reviews

Chemical Reviews 42. Holder, N. L. The Chemistry of Hexenuloses. 1982,82,

287. 43. Kutney, G. W.; Turnbull, K. Compounds Containing the S=S Bond. 1982,82,333. 44. Artamkina, G. A.; Egorov, M. P.; Beletskaya, I. P. Some Aspects of Anionic u Complexes. 1982, 82, 427. 45. Muetterties, E. L.; Bleeke, J. R.; Wucherer, E. J.; Albright,

T. A. Structural, Stereochemical, and Electronic Features of Arene-Metal Complexes. 1982,82, 499.

Chemical Society Reviews 46. Moore, H. W.; Gheorghiu, M. D. Cyanoketenes: Synthesis and Cycloadditions. 1981, 10, 289. 47. Jones, J. R.; Taylor, S. E. Isotopic Hydrogen Exchange in Purines-Mechanisms and Applications. 1981,10, 329. 48. Jencks, W. P. How Does a Reaction Choose Its Mechanism? 1981, 10, 345. 49. Varvoglis, A. Aryliodine(II1) Dicarboxylates. 1981, 10,

377. 50. Lindberg, B. Structural Studies of Polysaccharides. 1981, 10, 409. 51. Holland, H. L. Methyl Group Removal in Steroid Biosynthesis. 1981, 10, 435. 52. Ward, R. S. The Synthesis of Lignans and Neolignans. 1982, 11, 75. 53. Liu, M. T. H. The Thermolysis and Photolysis of Dia-

~

~.Pelter, A.

Carbon-Carbon Bond Formation Involving Boron Reagents. 1982,11, 191.

Heterocycles 56. Ong, C. W. Trichothecanes-A Review. 1982,19,1685. 57. Witczak, Z. J.; Whistler, R. L. Carbohydrates Containing Selenium. 1982, 19, 1719. 58. Piancatelli, G. Advances in Cyclopentenone Synthesis from Furans. 1982,19, 1735. 59. Box, V. G. S. Some Consequences of Lone Pair Interactions in the Chemistry of Monosaccharides. 1982, 19,

1939. 60. Blondet, D.; Morin, C. Synthesis and Reactivity of 2-

Azabicyclo[2.2.1]heptanes. Heptenes and Heptadienes. 1982,19, 2155. 61. Kaneko, C.; Naito, T. Syntheses and Reactions of Cyclobutane-fused Six-membered Heteroaromatics. 1982,19, 2183.

Israel Journal of Chemistry 62. Thummel, R. P. The Effect of Ring Strain on orthoAnnelated Aromatic Molecules. 1982, 22, 11. 63. Quast, H.; Fuss, A. Photolysis of Saturated Four-Membered Rings with Two Exocyclic Double Bonds; A Photoextrusion Route to (Hetero)methylenecyclopropanes. 1982, 22, 31. 64. Bestmann, H. J.; Schmid, G.; Kisielowski, L. Synthesis of Three-Membered Rings by Means of Phosphorus Ylides. 1982, 22, 45.

Nucleosides and Nucleotides 65. Bergstrom, D. E. Organometallic Intermediates in the Synthesis of Nucleoside Analogs. 1982,1, 1. 66. Robins, R. K. Nucleoside and Nucleotide Inhibitors of Inosine Monophosphate (IMP)Dehydrogenase as Potential Antitumor Agents. 1982, 1, 35. 67. Robins, R. K. Purine Nucleoside 3',5'-Cyclic Monophosphates as Hormonal Modulators of Cellular Proliferation, Metastases, and Lymphocyte Response. 1982,1,204.

Organic Reactions 68. Wynberg, H.; Meijer, E. W. The Reimer-Tiemann Reaction. 1982, 28, 1.

69. Cheng, C.-C.; Yan, S.-J. The Friedliinder Synthesis of Quinolines. 1982, 28, 37. 70. Mukaiyama, T. The Directed Aldol Reaction. 1982,28,

203.

Progress in the Chemistry of Organic Natural Products 71. Haslam, E. The Metabolism of Gallic Acid and Hexahydroxydiphenic Acid in Higher Plants. 1982, 41, 1. 72. ROUX,D. G.; Ferreira, D. The Direct Biomimetic Syn-

thesis, Structure and Absolute Configuration of Angular and Linear Condensed Tannins. 1982, 41, 47. 73. Robins, D. J. The Pyrrolizidine Alkaloids. 1982,41,115. 74. Daly, J. W. Alkaloids of Neotropical Poison Frogs (Dendrobatidae). 1982, 41, 205.

Recueil: Journal of the Royal Netherlands Chemical Society 75. Buck, H. M. Spectrophysics and Photochemistry of the Formaldehyde Molecule. Part 11. 1982, 101, 225. 76. Reinhoudt, D. N. Thiepins and Benzothiepins; The Conquest of Elusive Sulfur Heterocycles. 1982,101, 277. 77. Wiersum, U. E. Flash Vacuum Thermolysis, A Versatile

Method in Organic Chemistry. Part I. General Aspects and Techniques. 1982,101, 317.

Russian Chemical Reviews 78. Tyuleneva, V. V.; Rokhlin, E. M.; Knunyants, I. L. Fluorine-Containing Phosphorus Ylides. 1982,51, 1. 79. Gragerov, I. P.; Skrunts, L. K.; Geller, B. A. Kinetics and Mechanism of the Oxidation of Aliphatic Amines. 1982, 51, 68. 80. Granik, V. G. Influence of Ring Size on Properties and Reactivity of Cyclic Systems. 1982, 51, 119. 81. Razvodovskaya, L. V.; Grapov, A. F.; Mel'nikov, N. N.

Phosphorylated and Thiophosphorylated Aminoheterocycles. 1982,51, 135. 82. Shvachkin, Yu. P.; Mishin, G. P.; Korhsunova, G. A. Advances and Prospects in the Chemistry of Nucleoaminoacids and Nucleopeptides. 1982, 51, 178. 83. Lyapina, N. K. The Present State of Research into Organosulfur Compounds in Petroleum. 1982, 51, 189. 84. Petrov, K. A.; Chauzov, V. A.; Agafonov, S. V. a-Alkoxy-Compounds of Phosphorus and Some of Their Analogues. 1982, 51, 234. 85. Khardin, A. P.; Radchenko, S. S. Polymeric Derivatives of Adamantane. 1982, 51, 272. 86. Minkin, V. I.; Minyaev, R. M. Polyhedral Organic Molecules and Ions-Structural Analogues of Organometallic Clusters. 1982, 51, 332. 87. Chukovskaya, E. Ts. The Synthesis of Substituted Cyclopropanes and Cyclopropenes by the Reductive Cyclization of Polychloroalkanes. 1982, 51, 368. 88. Afanas'ev, V. A.; Dzhamanbaev, Zh. A,; Zaikov, G. E. Derivatives of Carbohydrates with Carbamide Fragments. 1982, 51, 377. 89. Agababyan, A. G.; Gevorgyan, G. A.; Mndzhoyan, 0. L. Amino Acids as the Amine Component in the Mannich Reaction. 1982, 51, 387.

Synthesis 90. Petragnani, N.; Yonashiro, M. The Reactions of Dianions of Carboxylic Acids and Ester Enolates. 1982, 521. 91. Tramontini, M. Stereoselective Synthesis of Diastereo-

meric Amino Alcohols from Chiral Aminocarbonyl Compounds by Reduction or by Addition of Organometallic Reagents. 1982, 605. 92. Deem, M. L. Expanded Ring Systems from Cyclopropenes: 1,3-Dipolar and [2 + 21-Additions Across the Cyclopropenyl ?r-Bond. 1982, 701. 93. Krapcho, A. P. Synthetic Applications of Dealkoxycarbonylations of Malonate Esters, @-KetoEsters, a-Cyano Esters and Related Compounds in Dipolar Aprotic Media-Part I. 1982, 805.

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1983

Recent Reviews

94. Krapcho, A. P. Synthetic Applications of Dealkoxycarbonylations. Part 11. 1982, 893.

Tetrahedron

100. Vedejs, E.; Krafft, G. A. Cyclic Sulfides in Organic Synthesis. 1982, 38, 2857. 101. Newton, C. G.; Ramsden, C. A. Meso-Ionic Heterocycles (1976-1980). 1982, 38, 2965.

95. Hickmott, P. W. Enamines: Recent Advances in Syn-

thetic, Spectroscopic, Mechanistic, and Stereochemical 1982, 38, 1975. Aspects-1. 96. Olah, G. A.; Narang, S. C. Iodotrimethylsilane-A Versatile Synthetic Reagent. 1982, 38, 2225. 97. Whitten, D. G.; Russell, J. C.; Schmehl, R. H. Photochemical Reactions in Organized Assemblies: Environmental Effects on Reactions Occurring in Micelles, Vesicles, Films and Multilayer Assemblies and at Interfaces. 1982, 38, 2455. 98. Wilson, G. E., Jr. Structure and Reactivity of Halosulfonium Salts. 1982, 38, 2597. 99. Taylor, K. G. Carbenes and Carbenoids with Neighboring Heteroatoms. 1982, 38, 2751.

Topics in Current Chemistry 102. Hilgenfeld, R.; Saenger, W. Structural Chemistry of

Natural and Synthetic Ionophores and their Complexes with Cations. 1982, 102, 1. 103. Painter, G. R.; Pressman, B. C. Dynamic Aspects of Ionophore Mediated Membrane Transport. 1982,102,83. 104. Kellogg, R. M. Bioorganic Modelling-Stereoselective Reactions with Chiral Neutral Ligand Complexes &s Model Systems for Enzyme Catalysis. 1982, 102, 111. 105. Montanari, F.; Landini, D.; Rolla, F. Phase-Transfer Catalyzed Reactions. 1982, 102, 147. 106. Margaretha, P. Preparative Organic Photochemistry. 1982,103.

Contributed Volumes Chemical and Biological Generation of Excited States, W. Adam and G . Cilento, Eds., Academic

129. Elander, R. P.; Aoki, H. P-Lactam-Producing Mi-

croorganisms: Their Biology and Fermentation Behavior.

Press: New York, 1982.

130. Sykes, R. B.; Bush, K. Physiology, Biochemistry, and

107. Qunia, F. H. Photophysical Concepts in Condensed

131. Waxman, D. J.; Strominger, J. L. @-LactamAntibiotics:

Media.

Inactivation of @-Lactamases. Biochemical Modes of Action.

108. Bogan, D. J. Gas-Phase Dioxetane Chemiluminescences. 109. Kopecky, K. R. Synthesis of 1,2-Dioxetanes. 110. Adam, W. Determination of Chemi-Excitation Yields

132. Kammer, R. B. @-LactamAntibiotics in Clinical Med-

in the Thermal Generation of Electronic Excitation from 1,Z-Dioxetanes. 111. Adam, W.; Zinner, K. Determination of Activation Parameters and the Thermal Stability of 1,Z-Dioxetanes. 112. Faulkner, L. R.; Glass, R. S. Electrochemiluminescences. 113. Schuster, G. B.; Horn, K. A. Chemically Initiated Electron-Exchange Luminescence. 114. Shimomura, 0. Mechanism of Bioluminescence. 115. Cilente, G. Electronic Excitation in Dark Biological Processes. 116. Allen, R. C. Biochemiexcitation: Chemiluminescence and the Study of Biological Oxygenation Reactions. 117. Durin, N. Singlet Oxygen in Biological Processes.

Wong, W. The Relationship between Inhibition of Cell Wall Synthesis and Bacterial Lethality. 134. Koster, W. H.; Cimarusti, C. M.; Sykes, R. B. Monobactams.

icine. 133. Shockman, G. D.; Daneo-Moore, L.; McDowell, T. D.;

The Chemistry of Allenes, S. R. Landor, Ed., Academic Press: New York, 1983. Volume 1. Synthesis 135. Landor, P. D. Synthesis of Allenes and Conjugated Allenes. Volume 2. Reactions 136. Landor, S. R.; Hopf, H.; Jacobs, T. L. Reactions of

Chemistry and Biology of &Lactam Antibiotics, R. B. Morin and M. Gorman, Eds., Academic Press: New York, 1982. Volume 1. Penicillins and Cephalosporins 118. Cooper, R. D. G.; Koppel, G. A. The Chemistry of Penicillin Sulfoxide. 119. Kukolja, S.; Chauvette, R. R. Cephalosporin Antibiotics Prepared at the C-3 Position. 120. Gordon, E. M.; Sykes, R. B. Cephamycin Antibiotics. 121. Webber, J. A.; Wheller, W. J. Antimicrobial and Pharmacokinetic Properties of Newer Penicillins and Cephalosporins. 122. Boyd, D. B. Theoretical and Physicochemical Studies on &Lactam Antibiotics. Volume 2. Nontraditional 0-Lactam Antibiotics 123. Nagata, W.; Narisada, M.; Yoshida, T. Partial Synthesis of Nuclear Analogs of Cephalosporins. 124. Holden, K. G. Total Synthesis of Penicillins, Cephalosporins and Their Nuclear Analogs. 125. Kamiya, T.; Aoki, H.; Mine, Y. Nocardicins. 126. Ratcliffe, R. W.; Albers-Schonberg, G. The Penems. 127. Cherry, P. C.; Newall, C. E. Clavulanic Acid. Volume 3. Biochemistry 128. Queener, S. W.; Neuss, N. The Biosynthesis of P-Lactam Antibiotics.

Allenes. Volume 3. Stereochemical, Spectroscopic and Special Aspects 137. Runge, W. Stereochemistry of Allenes. 138. Landor, S. R. Naturally Occurring Allenes. 139. Claesson, A. Biologically Active Allenes. 140. Claesson, A.; Olsson, L.-I. Allenic Intermediates in Organic Synthesis. 141. Runge, W. Spectra of Allenes. 142. Landor, P. D. Experimental Techniques.

Chemistry of Heterocyclic Compounds. Quinolines, Part 11, G. Jones, Ed., Wiley-Interscience: New York, 1982. 143. Claret, P. A.; Osborne, A. G. Alkylquinolines and - -

Arylquinolines, p 1. 144. Popp, F. D. Reissert Compounds and Related N Acvldihvdroauinolines. I) 353. Quinoline N-Oxides, p 377.

145. "Jon&, G.;'Baty, D.

Fragrance Chemistry. The Science of the Sense of Smell, E. T. Theimer, Ed., Academic Press: New York, 1982. 146. Getchell, T. V.; Getchell, M. L. Physiology of Vertebrate

Olfactory Chemoreception. 147. Amoore, J. E. Odor Theory and Odor Classification. 148. Beets, M. G. J. Odor and Stimulant Structure.

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J. Org. Chem., Vol. 48, No. 8, 1983

Recent Reviews 149. Boelens, H. Acyclic Monoterpene Alcohols with 2,6-

Dimethyloctane Skeleton. 150. Trass, P. C. Advances in the Chemistry of Some Interesting Cyclic Monoterpene Alcohols. 151. Herout, V. Sesquiterpene Alcohols. 152. Theimer, E. T. Benzene-Derived Cyclic Carbinols.

New Synthetic Routes to Prostaglandins and Thromboxanes, S. M. Roberts and F. Scheinmann, Eds., Academic Press: New York, 1982. 153. Scheinmann, F. Introduction, Nomenclature and Biosynthesis of Eicosanoids. 154. Roberts, S. M. Synthetic Routes to Prostaglandins Published before 1977. 155. Newton, R. F. Recent Syntheses of Prostaglandins via Polycyclic Intermediates. 156. Caton, M. P. L. Recent Syntheses of Prostaglandins via Conjugate Addition to Cyclopentenones. 157. Taylor, R. J. K. Synthesis of Naturally Occurring Prostaglandin Endoperoxides, Thromboxanes and Prostaglandin I2 (prostacyclin). 158. ~. Taylor, R. J. K. Synthesis of Analogues of Prostaglandin Endoperoxides. 159. Taylor, R. J. K. Synthesis of Thromboxane Analogues. 160. Taylor, R. J. K. Synthesis of PGIz (Prostacyclin) Analogues.

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Organic Chemistry. Oxidation in Organic Chemistry, Part D, W. S. Trahanovsky, Ed., Academic Press: New York, 1982. 161. Rubottom, G. M. Oxidations with Lead Tetraacetate. 162. Lee, D. G. Phase Transfer Assisted Permanganate

Oxidations.

163. Dhingra, 0. P. Intramolecular Oxidative Coupling of

Aromatic Substrates. 164. Hayatsu, R.; Scott, R. G.; Winans, R. E. Oxidation of

Coal.

Polyether Antibiotics. Naturally Occurring Acid Ionophores, Volume 2: Chemistry, J. W. Westley, Ed., Marcel Dekker: New York, 1983. 165. Kishi, Y. Chemical Synthesis. 166. Westley, J. W. Chemical Transformations of Polyether

Antibiotics. 167. Duesler, E. N.; Paul, I. C. The X-Ray Structures of the

Polyether Antibiotics. 168. Occolowitz, J. L.; Hamill, R. L. Mass Spectrometry of

Polyether Antibiotics. Anteunis, M. J. 0. Structure, Conformation and Mechanism of Action of Polyether Antibiotics as Revealed by Proton NMR. 170. Seto, H.; Otake, N. I3C NMR Spectra of Polyether Antibiotics. 169.

Monographs 171. Balaban, A. T.; Fischer, G. W.; Dinculescu, A.; Doro-

feenko, G. N.; Koblik, A. v.; Mezheritskii, v. v.; Schroth, W. Pyrylium Salts. Syntheses, Reactions, and Physical Properties. Academic Press: New York, 1982. 172. Borden, W. T., Ed. Diradicals, Wiley: New Jersey, 1982. 173. de La Mare, P. B. D. Electrophilic Additions to Unsaturated Systems, Elsevier: New York, 1982. G, w.; K ~ ~ s.H.~ ~~~~~~i~ ~ ~ Polyether ~ ~ 174. Syntheses, Springer Verlag: New York, 1982. 175. Krstulovic, A. M.; Brown, P. R. Reversed-Phase HighPerformance Liquid chromatography, Wiley: New Jersey, 1982. 176. Mann, B. E.; Taylor, B. F. 13C NMR Data for Organometallic Compounds, Academic Press: New York,

1981. 177. Memory, J. D.; Wilson, N. K. NMR of Aromatic Corn-

pounds, Wiley: New Jersey, 1982. 178. Newkome, G. R.; Paudler, W. W. Contemporary Het-

erocyclic Chemistry: Syntheses, Reactions, and Applications, Wiley: New Jersey, 1982. 179. ~ Salem, K ,L. Electrons in Chemical Reactions: First Principles, Wiley: New Jersey, 1982. 180. SandstrOm,J. Dynamic NMR SPectrosCoPY, Academic Press: New York, 1982. 181. Dev, S.; Yadav, J. S.; Narula, A. CRC Handbook of Terpenoids. Monoterpenoids. Volumes I and 11, CRC Press: Boca Raton, FL, 1982.

Index Acyl anion synthons, 22 Adamantane, polymeric derivatives, 85 Alcohols, fragrant, 149-152 Aldol reaction, directed, 70 Alkaloids, of dendrobatidae, 74 pyrrolizidine, 73 Allenes, 135-142 Amines, oxidation mechanism, 79 poly-, naturally occurring, 7 Amino acids, in Mannich reaction, 89 Amino alcohols, chiral synthesis, 91 Anions, di-, 90 Anomeric effect, 59 Arene-metal complexes, 45 Arsenic compounds, 25 Aryliodine dicarboxylates, 49 Asymmetric induction, by amino acids, 32 Azabicyclo[2.2.l]heptanes,60 Azocines, 17 Bioluminescence, 114 Biosynthesis, &lactam antibiotics, 128 steroids, 51 Boron compounds, synthesis with, 55 Carbenes, heteroatom containing, - 99 unsaturated, 13 reactions, 68 Carbohydrates, 42,50,57,59 carbamate derivatives, 88 Cephalosporins, 119-121, 123 Cephamycin, 120

Charge transfer, excited state, 5 Chemiluminescence, 108,110, 112,113 Chiral complexes, 104 Chiral synthesis, amino alcohols, 91 Chromatography, reverse phase, 175 Clavulanic acid, 127 Coal, oxidation, 164 Complexes, anionic, 44 metal-ion, 23 Conformation, cyclic peptides, 29 Crown ethers, synthesis, 174 Cycloadditions, cyanoketene, 46 cyclopropenes, 92 Cyclobutane fused heteroaromatics, 61 Cyclopentanoids, 54,58 Cyclophanes, [2,], 26 Cyclopolymerization, 14 Cyclopropanes, from polychloroalkanes, 87 heteromethylene, 63 Cyclopropenes, cycloadditions, 92 Dealkoxycarbonylation, 93,94 Dewar heterocycles, 18 Dianions, of acids and ester enolates, 90 Diazirines, thermolysis, 53 Dioxethanes, chemiluminescence, 108 synthesis, 109 thermal stability, 111 Diradicals, 172 Dithiols, 1,2-3-ones, 16 Donor-acceptors, intramolecular, 5

0022-3263/83/1948-1397$01.50/0

Double bonds, to silicon, 6 Electrochemiluminescence, 112 Electronic excitation, in dark processes, 115 Electrons, in reactions, 179 Electrophilic addition, 173 Enolate synthons, chiral, 21 Enamines, 95 Enzymes, in reactions, 2 Enzyme models, 103 Flash vacuum thermolysis, 77 Fluorine compounds, phosphorus ylides, 78 Fragrance, 146-152 Free radicals, 172 Furans, 20 in synthesis, 58 Gallic acid, 71 Halosulfonium salts, 98 Heterocyclic chemistry, 178 Heterocyclic compounds, 15-20 bridged, 60 cyclobutane fused, 61 meso-ionic, 101 pyrylium, 171 quinolines, 69 thiepin, 76 Hexenuloses, 42 HPLC, reverse phase, 175 Iodine compounds, aryliododicarboxylates, 49 Iodotrimethylsilane, 96

0 1983 American Chemical Society