Number 66 - The Journal of Organic Chemistry (ACS Publications)

Reviews are listed in order of appearance in the sources indicated. In multidisciplinary review journals, only those reviews that fall within the scop...
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Number 66 compiled by Veronica M. Cornel Department of Chemistry, Reedley College, 339 West Carpenter Avenue, Reedley, California 93654 [email protected]

Reviews are listed in order of appearance in the sources indicated. In multidisciplinary review journals, only those reviews that 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 early part of the 2002 literature. Previous installment: J. Org. Chem. 2002, 67(14), 5048-56. Supporting Information Available: A file containing this Recent Review compilation in Microsoft Word and the data in rtf format. This material is available free of charge via the Internet at http://pubs.acs.org.

Regularly Issued Journals and Series Volumes Accounts of Chemical Research 1. Leber, P. A.; Baldwin, J. E. Thermal [1,3] Carbon Sigmatropic Rearrangements of Vinylcyclobutanes. 2002, 35(5), 279-87. 2. Besalu, E.; Girones, X.; Amat, L.; Carbo-Dorca, R. Molecular Quantum Similarity and the Fundamentals of QSAR. 2002, 35(5), 289-95. 3. Mangion, D.; Arnold, D. R. Photochemical Nucleophile-Olefin Combination, Aromatic Substitution Reaction. Its Synthetic Development and Mechanistic Exploration. 2002, 35(5), 297-304. 4. Amouri, H.; Le Bras, J. Taming Reactive Phenol Tautomers and o-Quinone Methides with Transition Metals: A Structure-Reactivity Relationship. 2002, 35(7), 501-10. 5. Ceulemans, J. Proton Transfer from Alkane Radical Cations to Alkane Molecules: Selectivity with Respect to the Site of Proton Donation and Proton Acceptance. 2002, 35(7), 523-31. 6. Yam, V. W.-W. Molecular Design of Transition Metal Alkynyl Complexes as Building Blocks for Luminescent Metal-Based Materials: Structural and Photophysical Aspects. 2002, 35(7), 555-63. 7. Gade, L. H. Tripodal Amido Complexes: Molecular “Claws” in Main Group and Transition Metal Chemistry. 2002, 35(7), 575-82.

Advanced Synthesis and Catalysis 8. Sato, F.; Okamoto, S. The Divalent Titanium Complex Ti(O-i-Pr)4/2 i-PrMgX as an Efficient and Practical Reagent for Fine Chemical Synthesis. 2001, 343(8), 75984. 9. Matsunaga, S.; Ohshima, T.; Shibasaki, M. LinkedBINOL: An Approach Towards Practical Asymmetric Multifunctional Catalysis. 2002, 344(1), 3-15. 10. Blaser, H.-U.; Solvias, A. G. The Chiral Switch of (S)-Metolachlor: A Personal Account of an Industrial Odyssey in Asymmetric Catalysis. 2002, 344(1), 17-31. Advances in Organometallic Chemistry 11. Herrmann, W. A.; Weskamp, T.; Bohm, V. P. W. Metal Complexes of Stable Carbenes. 2001, 48, 1-69. 12. Low, P. J.; Bruce, M. I. Transition Metal Chemistry of 1,3-Diynes, Polyynes, and Related Compounds. 2001, 48, 71-286. 13. Brothers, P. J. Organoelement Chemistry of MainGroup Porphyrin Complexes. 2001, 48, 289-342. Angewandte Chemie, International Edition in English 14. Basu, A.; Thayumanavan, S. Configurational Stability and Transfer of Stereochemical Information in the Reactions of Enantioenriched Organolithium Reagents. 2002, 41(5), 716-38. 15. Izod, K. A New Era in Divalent Organolanthanide Chemistry? 2002, 41(5), 743-4.

10.1021/jo023588w CCC: $22.00 © 2002 American Chemical Society

Published on Web 09/27/2002

J. Org. Chem. 2002, 67, 7169-7174

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16. Schneider, C. Catalytic, Enantioselective Syntheses of β-LactonessVersatile Synthetic Building Blocks in Organic Chemistry. 2002, 41(5), 744-6. 17. Lloyd-Jones, G. C. Palladium-Catalyzed R-Arylation of Esters: Ideal New Methodology for Discovery Chemistry. 2002, 41(6), 953-6. 18. Herberhold, M. 1,1′-Ferrocenedi(amino) Chelate Ligands in Titanium and Zirconium Complexes. 2002, 41(6), 956-8. Carbohydrate Chemistry 19. Ferrier, R. J., Blattner, R., Field, R. A., Furneaux, R. H., Gardiner, J. M., Hoberg, J. O., Kartha, K. P. R., Tilbrook, D. M. G., Tyler, P. C., Wightman, R. H., Eds. Monosaccharides, Disaccharides and Specific Oligosaccharides. (A Review of the Literature Published during 1999). 2002, 33, 233-4. Chemical Reviews 20. Lee, J.; Chen, L.; West, A. H.; Richter-Addo, G. B. Interactions of Organic Nitroso Compounds with Metals. 2002, 102(4), 1019-65. 21. Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Aryl-Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction. 2002, 102(5), 1359-469. 22. Paley, R. S. Enantiomerically Pure Planar Chiral Organometallic Complexes via Facially Selective π-Complexation. 2002, 102(5), 1493-523. 23. Fokin, A. A.; Schreiner, P. R. Selective Alkane Transformations via Radicals and Radical Cations: Insights into the Activation Step from Experiment and Theory. 2002, 102(5), 1551-93. 24. Pathak, T. Azidonucleosides: Synthesis, Reactions, and Biological Properties. 2002, 102(5), 1623-67. 25. Ritleng, V.; Sirlin, C.; Pfeffer, M. Ru-, Rh-, and PdCatalyzed C-C Bond Formation Involving C-H Activation and Addition on Unsaturated Substrates: Reactions and Mechanistic Aspects. 2002, 102(5), 1731-69. 26. Bochkarev, M. N. Synthesis, Arrangement, and Reactivity of Arene-Lanthanide Compounds. 2002, 102(6), 2089-117. 27. Evans, W. J.; Davis, B. L. Chemistry of Tris(pentamethylcyclopentadienyl) f-Element Complexes, (C5Me5)3M. 2002, 102(6), 2119-36. 28. Molander, G. A.; Romero, J. A. C. Lanthanocene Catalysts in Selective Organic Synthesis. 2002, 102(6), 2161-85. 29. Inanaga, J.; Furuno, H.; Hayano, T. Asymmetric Catalysis and Amplification with Chiral Lanthanide Complexes. 2002, 102(6), 2211-25. Chemical Society Reviews 30. Clark, A. J. Atom Transfer Radical Cyclisation Reactions Mediated by Copper Complexes. 2002, 31(1), 1-11. 31. Bates, R. W.; Satcharoen, V. Nucleophilic Transition Metal Based Cyclization of Allenes. 2002, 31(1), 1221. 7170 J. Org. Chem., Vol. 67, No. 20, 2002

32. Spivey, A. C.; Weston, M.; Woodhead, S. Celastraceae Sesquiterpenoids: Biological Activity and Synthesis. 2002, 31(1), 43-59. Chemistry - A European Journal 33. Wille, U. Inorganic Radicals in Organic Synthesis. 2002, 8(2), 340-7. 34. Ishikawa, T.; Isobe, T. Modified Guanidines as Chiral Auxiliaries. 2002, 8(3), 552-7. 35. Gouverneur, V.; Greedy, B. Synthetic Applications of Electrophilic Fluorodesilylation. 2002, 8(4), 766-71. 36. Grushin, V. V. Palladium Fluoride Complexes: One More Step toward Metal-Mediated C-F Bond Formation. 2002, 8(5), 1006-14. CHEMTRACTS: Organic Chemistry 37. Pirrung, M. C. Fluorous Triphasic Reactions: Transportative Deprotection of Fluorous Silyl Ethers with Concomitant Purification. 2001, 14(14), 778-80. 38. Kellogg, R. M. Facile Synthesis of Acylsilanes via Aerobic Oxidation of Gem-Disilylalkylcopper Compounds. 2001, 14(14), 785-8. 39. Hoffman, R. V. Asymmetric Synthesis of Chiral Organofluorine Compounds: Use of Nonracemic Fluoroidodoacetic Acid as a Practical Electrophile and its Application to the Synthesis of Monofluoro Hydroxyethylene Dipeptide Isosteres within a Novel Series of HIV Protease Inhibitors. 2001, 14(14), 805-14. 40. Vicek, A., Jr. Triplet Organometallic Reactivity under Ambient Conditions: an Ultrafast UV Pump/IR Probe Study. 2002, 15(1), 1-6. 41. Woo, L. K. Isolation and X-ray Crystal Structure of an Unusual Biscarbene Metal Complex and its Reactivity toward Cyclopropanation and Allylic C-H Insertion of Unfunctionalized Alkenes. 2002, 15(1), 37-41. Coordination Chemistry Reviews 42. Pellerito, L.; Nagy, L. Organotin(IV)n+ Complexes Formed with Biologically Active Ligands: Equilibrium and Structural Studies, and Some Biological Aspects. 2002, 224(1-2), 111-50. 43. Soderberg, B. C. G. Transition Metals in Organic Synthesis: Highlights for the Year 1999. 2002, 224(12), 171-243. 44. Levason, W.; Orchard, S. D.; Reid, G. Recent Developments in the Chemistry of Selenoethers and Telluroethers. 2002, 225(1-2), 159-99. 45. Berger, A.; Djukic, J.-P.; Michon, C. Metalated (η6Arene)Tricarbonylchromium Complexes in Organometallic Chemistry. 2002, 225(1-2), 215-38. 46. Ford, P. C.; Massick, S. Time-Resolved Spectroscopic Studies Relevant to Reactive Intermediates in Homogeneous Catalysis. The Migratory Insertion Reaction. 2002, 226(1-2), 39-49. 47. Kurihara, M.; Nishihara, H. Azo- and QuinoneConjugated Redox ComplexessPhoto- and Proton-coupled Intramolecular Reactions Based on d-π Interaction. 2002, 226(1-2), 125-35. 48. Okazaki, M.; Ohshitanai, S.; Iwata, M.; Tobita, H.; Ogino, H. Synthesis and Reactivity of (Phosphinoalkyl)silyl Complexes. 2002, 226(1-2), 167-78.

49. Yoshizawa, K. Theoretical Study on Kinetic Isotope Effects in the C-H Bond Activation of Alkanes by IronOxo Complexes. 2002, 226(1-2), 251-9. 50. Herndon, J. W. The Chemistry of the CarbonTransition Metal Double and Triple Bond: Annual Survey Covering the Year 2000. 2002, 227(1), 1-58.

65. Bochet, C. G. Photolabile Protecting Groups and Linkers. 2002, (2), 125-42. 66. Chemla, F. R-Oxy Sulfones and Sulfoximines: Versatile Intermediates. 2002, (3), 275-99. 67. Fryatt, R.; Christie, S. D. R. Applications of Stoichiometric Transition Metal Complexes in Organic Synthesis. 2002, (4), 447-58.

Current Medicinal Chemistry 51. Chakraborty, T. K.; Ghosh, S.; Jayaprakash, S. Sugar Amino Acids and Their Uses in Designing Bioactive Molecules. 2002, 9(4), 421-35. 52. Giannini, G. Fluorinated Anthracyclines: Synthesis and Biological Activity. 2002, 9(6), 687-712. Current Organic Chemistry 53. Liu, L.; McKee, M.; Postema, M. H. D. Synthesis of C-Saccharides and Higher Congeners. 2001, 5(12), 1133-67. 54. Zhang, J.; Wu, B.; Liu, Z.; Kowal, P.; Chen, X.; Shao, J.; Wang, P. G. Large-Scale Synthesis of Carbohydrates for Pharmaceutical Development. 2001, 5(12), 1169-76. 55. Robina, I.; Vogel, P.; Witczak, Z. J. Synthesis and Biological Properties of Monothiosaccharides. 2001, 5(12), 1177-214. 56. Marek, R.; Lycka, A. 15N NMR Spectroscopy in Structural Analysis. 2002, 6(1), 35-66. Heterocycles 57. Chakrabarty, M.; Basak, R.; Harigaya, Y. A Sojourn in the Synthesis and Bioactivity of Diindolylalkanes. 2001, 55(12), 2431-47. 58. Sliwa, W. Calixpyrroles and Related Compounds. 2002, 57(1), 169-85. 59. Abele, E.; Lukevics, E. Recent Advances in the Synthesis and Transformations of Heterocycles Mediated by Fluoride Ion Activated Organosilicon Compounds. 2002, 57(2), 361-404. Journal of Heterocyclic Chemistry 60. Krakowiak, K. E.; Izatt, R. M.; Bradshaw, J. S. One-step Syntheses of Macrocyclic Compounds: A Short Review. 2001, 38(6), 1239-48. 61. Levai, A. Synthesis of 2-Pyrazolines by Reactions of R,β-Unsaturated Aldehydes, Ketones, and Esters with Diazoalkanes, Nitrile Imines, and Hydrazines. 2002, 39(1), 1-13. Organic Preparations and Procedures International 62. Olivo, H. F.; Hemenway, M. S. Recent Syntheses of Epibatidine. A Review. 2002, 34(1), 1-26. 63. Chambert, S.; Decout, J.-L. Recent Developments in the Synthesis, Chemical Modifications and Biological Applications of Sulfur Modified Nucleosides, Nucleotides and Oligonucleotides. 2002, 34(1), 27-85. Perkin Transactions 1 64. Jones, S. Stoichiometric Asymmetric Processes. 2002, (1), 1-21.

Russian Chemical Reviews 68. Sadekov, I. D. Synthesis and Reactions of Organic Compounds Containing Bonds of Te to Group 14 Elements. 2002, 71(2), 99-110. 69. Budnikova, Y. G.; Arbuzov, A. E. Metal Complex Catalysis in Organic Electrosynthesis. 2002, 71(2), 11139. 70. Rulev, A. Y.; Favorsky, A. E. Captodative Aminoalkenes. 2002, 71(3), 195-221. 71. Magdesieva, T. V.; Butin, K. P. Electrochemical Activation of Reactions Involving Organometallic Compounds. 2002, 71(3), 223-38. 72. Zubin, E. M.; Romanova, E. A.; Oretskaya, T. S. Modern Methods for the Synthesis of Peptide-Oligonucleotide Conjugates. 2002, 71(3), 239-64. 73. Knizhnikov, V. A.; Maier, N. A. Titanocene Derivatives Containing Titanium-Carbon σ-Bonds. 2002, 71(4), 295-314. 74. Denisov, E. T.; Denisova, T. G. Generation of Radicals by Bimolecular Reactions. 2002, 71(5), 417-38. 75. Lozinsky, V. I. Cryogels on the Basis of Natural and Synthetic Polymers: Preparation, Properties and Application. 2002, 71(6), 489-511. 76. Zatsepin, T. S.; Romanova, E. A.; Oretskaya, T. S. Synthesis of 2′-O-Alkylnucleosides. 2002, 71(6), 513-34. 77. Sidorov, L. N.; Boltalina, O. V. Endohedral Metal Derivatives and Exohedral Fluorine Derivatives of Fullerenes. 2002, 71(7), 611-40. 78. Sobenina, L. N.; Demenev, A. P.; Mikhaleva, A. I. Synthesis of C-Vinylpyrroles. 2002, 71(7), 641-71. Science 79. Suzuki, N.; Nishiura, M.; Wakatsuki, Y. Isolation and Structural Characterization of 1-Zirconacyclopent3-Yne, Five-Membered Cyclic Alkynes. 2002, 295(5555), 660-3. 80. Zepik, H.; Shavit, E.; Tang, M.; Jensen, T. R.; Kjaer, K.; Bolbach, G.; Leiserowitz, L.; Weissbuch, I.; Lahav, M. Chiral Amplification of Oligopeptides in Two-Dimensional Crystalline Self-Assemblies on Water. 2002, 295(5558), 1266-9. 81. Scott, L. T.; Boorum, M. M.; McMahon, B. J.; Hagen, S.; Mack, J.; Blank, J.; Wegner, H.; de Meijere, A. A Rational Chemical Synthesis of C60. 2002, 295(5559), 1500-3. 82. Wentrup, C. Perspectives: Radical Chemistry: From Reactive Intermediates to Stable Compounds. 2002, 295(5561), 1846-7. 83. Scheschkewitz, D.; Amii, H.; Gornitzka, H.; Schoeller, W. W.; Bourissou, D.; Bertrand, G. Singlet Diradicals: From Transition States to Crystalline Compounds. 2002, 295(5561), 1880-1. J. Org. Chem, Vol. 67, No. 20, 2002 7171

84. Farrar, J. M. Perspectives: Chemical Reactions: Steric and Solvent Effects in Ionic Reactions. 2002, 295(5563), 2222-3. 85. Regan, C. K.; Craig, S. L.; Brauman, J. I. Steric Effects and Solvent Effects in Ionic Reactions. 2002, 295(5563), 2245-7. 86. Lehn, J.-M. Toward Self-organization and Complex Matter. 2002, 295(5564), 2400-3. 87. Reinhoudt, D. N.; Crego-Calama, M. Synthesis Beyond the Molecule. 2002, 295(5564), 2403-7. Synlett 88. Gavezzotti, A. The Chemistry of Intermolecular Bonding: Organic Crystals, Their Structures and Transformations. 2002(2), 201-14. 89. Alcaide, B.; Almendros, P. Selective Bond Cleavage of the β-Lactam Nucleus: Application in Stereocontrolled Synthesis. 2002(3), 381-93. 90. Babu, S. A. InCl3: A Mild Lewis Acid but Efficient Reagent in Organic Synthesis. 2002(3), 531-2. Synthesis-Stuttgart 91. Varlamov, A. V.; Borisova, T. N.; Voskressensky, L. G. Hydrogenated Pyrrolo-pyridines. Synthesis and Reactivity. 2002, (2), 155-68. 92. Lagoja, I. M.; Herdewijn, P. Chemical Synthesis of 13 C and 15N Labeled Nucleosides. 2002, (3), 301-14. 93. Langer, P. Cyclization Reactions of 1,3-Bis-Silyl Enol Ethers and Related Masked Dianions. 2002, (4), 441-59.

94. Rein, T.; Pedersen, T. M. Asymmetric Wittig Type Reactions. 2002, (5), 579-94. Tetrahedron 95. Fleming, F. F.; Shook, B. C. Nitrile Anion Cyclizations. 2002, 58(1), 1-23. 96. Jayakumar, S.; Ishar, M. P. S.; Mahajan, M. P. Recent Advances in Synthetic Applications of Azadienes. 2002, 58(3), 379-471. 97. Andrus, M. B.; Lashley, J. C. Copper Catalyzed Allylic Oxidation with Peresters. 2002, 58(5), 845-66. 98. Woodward, S. HSAB Matching and Mismatching in Selective Catalysis and Synthesis. 2002, 58(6), 101750. Contributed Volumes Amino Acids, Peptides and Proteins. Volume 32. Davies, J. S., Ed., Royal Society of Chemistry: Cambridge, U.K., 2001. 99. Barrett, G. C. Amino Acids. 100. Elmore, D. T. Peptide Synthesis. 101. Dutta, A. S. Analogue and Conformational Studies on Peptides, Hormones and Other Biologically Active Peptides. 102. Davies, J. S. Cyclic, Modified and Conjugated Peptides. 103. Littlechild, J. A. Current Trends in Protein Research.

Monographs 104. Adams, R. D.; Ed. Special Issue: 50th Anniversary of the Discovery of Ferrocene. [In: J. Organomet. Chem. 2001, 637-9] Elsevier Science: Lausanne, Switzerland, 2001. 105. El Rassi, Z., Ed. Carbohydrate Analysis by Modern Chromatography and Electrophoresis Elsevier Science: Oxford, U.K., 2002. 106. Grant, G. A. Synthetic Peptides: A User’s Guide Oxford University Press: New York, 2002. 107. Hart, D. J.; Ed. Organic Syntheses, Vol. 77. John Wiley & Sons: New York, 2000. 108. Mathey, F.; Ed. Phosphorus-Carbon Heterocyclic Chemistry: The Rise of a New Domain Pergamon Press: Oxford, U.K., 2001. 109. Ramamurthy, V.; Schanze, K. S.; Eds. Understanding and Manipulating Excited-State Processes. [In: Mol. Supramol. Photochem. 2001, 8] Marcel Dekker: New York, 2001.

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110. Sainsbury, M.; Ed. Topical Volumes, Organic Electrochemistry. [In: Rodd’s Chem. Carbon Compd. (2nd Ed.), 2002, 5(2)] Elsevier: Amsterdam, Netherlands, 2002. 111. Schmid, W.; Stutz, A. E.; Eds. Timely Research Perspectives in Carbohydrate Chemistry. [In: Monatsh. Chem. 2002, 133(4)] Springer-Verlag Wien: Vienna, Austria, 2002. 112. Seeberger, P. H.; Ed. Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries John Wiley & Sons: New York, 2001. 113. Shields, J. E. Structures and Energies of Polycyclic Hydrocarbons Springer: New York, 2002. 114. Voloshin, Y. Z.; Kostromina, N. A.; Kramer, R. K. Clathrochelates: Synthesis, Structure and Properties Elsevier Science: Oxford, U.K., 2002.

Index Acylpyrroles, 78 Acylsilane preparation, 38 Aldehydes, HSAB selectivity, 98 Alkaloids, cinchona, chiral catalyst, 16 Alkanes, activation, iron-oxo complex, 49 proton transfer, 5 radical activation, 23 radiolysis, 5 Alkenes, allylic insertion, 41 cyclopropanation, 41 titanium isopropoxide, 8 Alkenylketone oximes, with acetylene, 78 Alkylchloronitriles, SN2 with chlorides, 85 Alkylnucleosides, 76 Alkynes, titanium isopropoxide, 8 Allenes, cyclization, 31 Allylic oxidation, with peresters and Cu, 97 Amides, fluorination, 35 HSAB selectivity, 98 Amido complex, tripodal, 7 Amino acids, book, 99-103 sugar, bioactive, 51 Amino esters, preparation, 17 Aminoalkenes, captodative, 70 Anthracyclines, fluorinated, 52 Antibacterial agents, indolylalkanes, 57 Antiviral agents, azidonucleosides, 24 Arenes, lanthanide compounds, 26 tricarbonyl chromium, 45 Aromatics, substitution, 3 Aryl coupling, 21 Asymmetric reactions, stoichiometric, 64 Azabutadienes, in synthesis, 96 Azetidinones, bond cleavage, 89 Azidonucleoside, 24 Azobenzene complex, photoisomerization, 47 Azo-conjugated complex, photoisomerization, 47 Azoferrocenes, photoisomerization, 47 Biaryls, preparation, 21 Bimolecular reactions, 74 Binaphthol complexes, linked, 9 BINOL complexes, linked, 9 Biscarbene metalloporphyrin, 41 Butatrienes, disubstituted, 79 Calixphyrins, 58 Calixpyrroles, 58 Carbenes, stable, complexes, 11 Carbohydrates, book, 111 electrochromatography, book, 105 electrophoresis, book, 105 large scale synthesis, 54 pharmaceutical, 54 solid phase synthesis, book, 112 Carbon-transition metal double bond, 50 Carbon-transition metal triple bond, 50 Carbonyl complexes, insertion mechanism, 46 Catalysts, HSAB matching, 98 idium xyliphos, 10 Rh, Ru, Pd, 25 C-C bond formation, transition metal mediated, 25, 43

C-F bond, Pd catalyst, 36 Chloroacetonitrile derivatives, 85 Clathrochelates, book, 114 Combinatorial library, carbohydrates, book, 112 Complexation, π-, planar chiral complexes, 22 Coupling reactions, biaryls, 21 Cryogels, 75 Cyclopentynes, metalla-, 79 Diazabutadienes, in synthesis, 96 Diradicals, 82 Disaccharides, 19 Diynes, 12 Electrocatalysis, 69 redox activation, 71 Electrochemistry, organic, book, 110 Electrosynthesis, 69 redox activiation, 71 Enol ethers, bis-silyl, cyclization, 93 Enones, HSAB selectivity, 98 Enzyme inhibitors, book, 101 Epibatidine, synthesis, 62 Epoxidation, asymmetric, catalyst, 29 Esters, arylation, Pd catalyst, 17 Ferrocenediamino chelate ligands, titanium, 18 zirconium, 18 Ferrocenes, 104 electron transfer, 47 Fluorination, desilylation, 35 Fluoroalkenes, preparation, 35 Fluorobenzene preparation, 35 Fluorodesilylation, 35 Fluoroidodoacetic acid, 39 Free radicals, triphenylmethyl, 82 Fullerenes, endohedral metallo-, 77 fluorides, 77 preparation, 81 Functional groups, transition metal mediated, 43 Guanidines, chiral auxiliaries, 34 Hard-soft acid-base matching, 98 Herbicides, S-Metolachlor, 10 Heterocycles, organosilicon catalyst, 59 phosphorus-carbon, book, 108 HIV protease inhibitors, fluoroketones, 39 Hormones, book, 101 Hydrocarbons, polycyclic, book, 113 Hydroxyl radicals, 33 Imines, HSAB selectivity, 98 Indium trichloride, catalyst, 90 Indolylalkanes, 57 Ketones, HSAB selectivity, 98 Lactams, β, bond cleavage, 89 Lactones, β-, 16 Lanthanide chiral complexes, catalysts, 29 Lanthanocenes, catalysts, 28 Ligands, biologically active, 42 Linkers, photolabile, 65 Macrocyclic compounds, one step synthesis, 60 Metallacyclopentynes, 79 Metolachlor, S-, 10 Molecular recognition, 86-7 Monosaccharides, 19 Monothiosaccharides, 55

Nanostructures, 86-7 Negishi reagent, 79 Nitriles, anions, cyclization, 95 Nitrogen trioxide radicals, 33 Nitroso compounds, reaction with metals, 20 NMR, nitrogen, 56 Nucleophilic substitution, steric effects, 84-5 Nucleosides, 13C labeled, preparation, 92 Nucleosides, 15N labeled, preparation, 92 Nucleosides, azido-, 24 sulfur modified, 63 Nucleotides, sulfur modified, 63 Olefins, nucleophile combination, 3 Oligonucleotides, sulfur modified, 63 Oligopeptides, chiral, self-assembly, 80 Oligosaccharides, 19 solid phase synthesis, book, 112 Organic crystals, 88 Organoactinide complexes, 27 Organochromium complexes, 45 Organofluorine compounds, chiral, 39 Organolanthanide complexes, 15 Organolithium reagents, 14 Organometallics, carbonyl triplets, reactivity, 40 migratory insertion mechanism, 46 planar, chiral, 22 Organosamarium complexes, 27 Organotellurium, 68 Organotin complexes, biologically active ligand, 42 Oxysulfone intermediates, 66 Oxysulfoximine intermediates, 66 Peptide chiral oligomerization, 80 Peptides, book, 99-103 conjugated, book, 102 cyclic, book, 102 modified, book, 102 oligonucleotide conjugates, 72 synthesis, book, 100, 106 Peptidomimetics, 51 Phenol tautomers, with Ir, Rh, 4 Phosphinoalkyl silyl complexes, 48 Photochemistry, aromatic substitution, 3 excited state processes, 109 nucleophile-olefin combination, 3 transiton metal alkynes, 6 Polyalkynes, 12 Polyradicals, 82 Porphyrins, main-group complexes, 13 Protecting groups, photolabile, 65 Proteins, calcium, book, 103 folding, book, 103 Pyrazolines, preparation, 61 Pyridines, pyrrolo-, 91 Pyrrolecarbodithioates, condensation, 78 Pyrrolopyridines, 91 QSAR fundamentals, 2 Quinone methides, with Ir, Rh, 4 Radicals, cyclization, with Cu complexes, 30 generation, 74 inorganic, 33 Saccharides, C-, cyclization, 53 Selenoethers, 44 Self-organization, 86 Sesquiterpenoids, Celastraceae, 32

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Silyl ethers, fluorous, transportative deprotection, 37 Sugar mimics, 53 Supramolecular catalysis, 87 chemistry, 86 evolution, 87 Supramolecules, 87 aggregates, 87 biological function, 87 noncovalent synthesis, 87

Synthesis, book, 107 Telluroethers, 44 Titanium isopropoxide, 8 Titanocenes, 73 Transition metals, alkynyl complexes, 6 in synthesis, 43 stoichiometric compleses, 67 Trichlorofluoromethane, radical cation, 5

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Triphenyl methyl, free radical, 82 Ullman reaction, 21 Vinylcyclobutane, rearrangement, 1 Vinylpyrroles, 78 Wittig reaction, asymmetric, 94 Zirconacyclopentyne, 79 Zirconocenes, 79 JO023588W