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Informationen zum Autor Peter G.M. Wuts is a Distinguished Scientist at Kalexsyn, Inc. in Kalamazoo, Michigan. Klappentext An indispensable reference for any practicing synthetic organic or medicinal chemist, this book continues the tradition of Greene's as comprehensive in the overall scope of coverage, providing the most relevant and useful examples to illustrate each methodology.* Presents valuable material, on the application of protective groups in organic chemistry, that is not easily found by casual searching* Helps chemists to plan, investigate, and carry out organic syntheses in an efficient manner* Adds over 2800 new references to update since the publication of the last edition* Reviews of the prior edition: "An essential bible for the library or personal bookshelf of chemists performing complex synthesis." (CHOICE, May 2007) "...the most up-to-date compilation available...should be an integral part of all institutional libraries...it is also highly recommended that individuals...maintain their own copy..." (Journal of Medicinal Chemistry, March 8, 2007) "...continues to be a comprehensive guide to the techniques for the formation and cleavage of protective groups." (Journal of the American Chemical Society, January 31, 2007) Zusammenfassung An indispensable and comprehensive reference for synthetic organic or medicinal chemists, this book presents valuable material on the application of protective groups in organic chemistry, which is not easily found by casual searching. Each chapter is updated with new material published since the last edition, totalling over 2800 references. Inhaltsverzeichnis Preface to the Fifth Edition xi Preface to the Fourth Edition xiii Preface to the Third Edition xv Preface to the Second Edition xvii Preface to the First Edition xix Abbreviations xxi 1. The Role of Protective Groups in Organic Synthesis 1 Properties of a Protective Group 1 Historical Development 2 Development of New Protective Groups 2 Selection of a Protective Group from This Book 4 Synthesis of Complex Substances: Two Examples (As used in the Synthesis of Himastatin and Palytoxin) of the Selection Introduction and Removal of Protective Groups 5 Synthesis of Himastatin 5 Synthesis of Palytoxin Carboxylic Acid 9 2. Protection for the Hydroxyl Group Including 12- and 13-Diols 17 Ethers 26 Substituted Methyl Ethers 33 Substituted Ethyl Ethers 87 Methoxy-Substituted Benzyl Ethers 146 Silyl Ethers 201 Esters 271 Bisfluorous Chain-Type Propanoate (Bfp-OR) Ester 307 Proximity-Assisted Deprotection for Ester Cleavage 329 Miscellaneous Esters 336 Sulfonates Sulfenates and Sulfinates as Protective Groups for Alcohols 337 Carbonates 347 Carbamates 371 Protection for 12- and 13-Diols 375 Monoprotection of Diols 375 Cyclic Acetals and Ketals 385 Chiral Ketones 446 Cyclic Orthoesters 447 Silyl Derivatives 456 Cyclic Carbonates 465 Cyclic Boronates 468 3. Protection for Phenols and Catechols 472 Protection for Phenols 475 Ethers 475 Silyl Ethers 522 Esters 528 Carbonates 535 Carbamates 538 Phosphinates 540 Sulfonates 541 Protection for Catechols (12-Dihydroxybenzenes) 545 Cyclic Acetals and Ketals 545 Cyclic Esters 551 Protection for 2-Hydroxybenzenethiols 552 4. Protection for the Carbonyl Group 554 Acetals and Ketals 559 Acyclic Acetals and Ketals 559 Cyclic Acetals and Ketals 576 Chiral Acetals and Ketals 611 Dithio Acetals and Ketals 615 Cyclic Dithio Acetals and Ketals 620 Monothio Acetals and Ketals 644 Diseleno Acetals and Ketals 649 Miscellaneous D...
Summary
An indispensable and comprehensive reference for synthetic organic or medicinal chemists, this book presents valuable material on the application of protective groups in organic chemistry, which is not easily found by casual searching. Each chapter is updated with new material published since the last edition, totalling over 2800 references.
