Williams / Perlmutter Synthesis of Optically Active Alpha-Amino Acids

1. Auflage 2013
ISBN: 978-1-4832-9295-3
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark

E-Book, Englisch, Band Volume 7, 429 Seiten, Web PDF

Reihe: Tetrahedron Organic Chemistry

The purpose of this book is to review and critically evaluate the best new methods to synthesize alpha-amino acids in optically active form. There is so much new literature on amino acid synthesis that the experimentalist will undoubtedly have difficulty in selecting the most appropriate methodology for constructing the amino acid of immediate interest. This book is a guide for steering the scientist through the maze of existing reports on the subject and contains the most up-to-date critical reviews of methods of asymmetric synthesis of amino acids. In areas that are relatively new conceptually and less studied experimentally, an effort has been made to review the most salient works with an eye towards future development. Over 330 schemes and figures are presented with references for rapid visual retrieval of information. The book will be of great value to academic and industrial organic research chemists, especially those concerned with medicinal and agricultural chemistry, as well as to graduate and post graduate students, biochemists and biologists.

Autoren/Hrsg.

Williams, R. M.

Perlmutter, Patrick

Inhaltsverzeichnis

1;Front Cover;1
2;Synthesis of Optically Active a–Amino Acids;4
3;Copyright Page;5
4;Table of Contents;8
5;Dedication;6
6;Chapter 1. Asymmetrie Derivatization of Glycine;20
6.1;A. Glycine and Related Enolates;20
6.2;B. Glycine Cations;114
6.3;C. Miscellaneous Methods;140
6.4;References;147
7;Chapter 2. Homologation of the ß–Carbon;153
7.1;A. ß-Carbon Homologations;153
7.2;B. .-Carbon Homologations;174
7.3;References;184
8;Chapter 3. Electrophilic Amination of Enolates;186
8.1;References;204
9;Chapter 4. Nucleophilic Amination of a– Substituted Acids;205
9.1;References;226
10;Chapter 5. Asymmetric Strecker Syntheses;227
10.1;References;248
11;Chapter 6. Asymmetric Hydrogenation of Dehydroamino Acids;249
11.1;A. Heterogeneous Hydrogenation of Dehydroamino Acids;249
11.2;B. Asymmetric Homogeneous Hydrogenation of Dehydroamino Acids;258
11.3;References;274
12;Chapter 7. Enzymatic Syntheses of a– Amino Acids;276
12.1;A. Enzymatic Resolution of Racemic Amino Acid Derivatives;277
12.2;B. Asymmetric Bond-Forming Reactions on Prochiral Substrates Catalyzed by an Enzymatic System;289
12.3;References;297
13;Chapter 8. Miscellaneous Methods;299
13.1;References;321
14;Chapter 9. Total Synthesis of Complex Amino Acids;323
14.1;A. The Kainic Acid Family;325
14.2;B. Acivicin (AT-125);339
14.3;C. Bulgecin;349
14.4;D. Echinocandin;354
14.5;E. Complex Cyclic Peptides and Depsipeptides;361
14.6;F. Cyclosporine;378
14.7;G. Miscellaneous;384
14.8;References;397
14.9;Amino Acid Natural Products Not Yet Synthesized;400
15;Author Index;414
16;Subject Index;421