Enantioselective Synthesis of Beta-Amino Acids
2. Auflage Mai 2005
656 Seiten, Hardcover
Monographie
Kurzbeschreibung
Interest in beta-amino acids has increased over the past several years, owing to its importance to multiple lines of research (combinatorial chemistry, medicinal chemistry, molecular design, proteomics, etc.). This book presents a discussion of the most important methods that have been developed for the synthesis of beta-amino acids; each method is described by the original leader chemist who developed it, and thus each chapter is written with authority and firsthand knowledge. The second edition is almost completely revised, and reflects important advances made since 1996.
Covers all facets of the synthesis of ß-amino acids
As evidenced by an exponential increase in the literature published on the subject, interest in ß-amino acids has grown over the past several years. With major pharmaceutical applications, these amino acids are now studied across multiple lines of research, including combinatorial chemistry, medicinal chemistry, molecular design, proteomics, and others.
This Second Edition of Enantioselective Synthesis of ß-Amino Acids updates reviews included in the First Edition while also covering new developments since its publication. The book presents detailed discussions of the most important methods for the synthesis of ß-amino acids. In most cases, the lead chemist who originally developed a method provides an authoritative description of it.
In addition, Enantioselective Synthesis of ß-Amino Acids, Second Edition:
* Features introductory overviews on the structural types of relevant ß-amino acid targets and salient ß-amino acids present in natural products
* Dedicates several chapters to advances in the synthesis of oligomers from ß-amino acids
* Includes general and practical procedures for the preparation of ß-amino acids in each chapter
* Discusses the most important methods that have been recently developed for the asymmetric synthesis of cyclic and open-chain ß-amino acids
* Includes a report on the preparation of libraries of enantiopure ß-amino acids using combinatorial approaches
The only book of its kind available today, Enantioselective Synthesis of ß-Amino Acids, Second Edition offers upper-level students and professionals an essential resource for pharmaceutical development, medicinal chemistry, and biochemistry.
Preface to the First Edition.
Contributors.
1. Structural Types of Relevant b-Amino Acid Targets (Eusebio Juaristi).
2. beta-Amino Acids in Natural Products (Peter Spiteller and Franz von Nussbaum).
3. Preparation of Enantiopure beta-Amino Acids by Homologation of alpha-Amino Acids (Joachim Podlech).
4. Asymmetric Catalysis in Enantioselective Synthesis of beta-Amino Acids (Anna G. Wenzel and Eric N. Jacobsen).
5. Enantioselective Synthesis of Conformationally Constrained beta-Amino Acids (Rosa M. Ortuño).
6. Catalytic Enantioselective Mannich Reactions (Masaharu Ueno and Shu Kobayashi).
7. Enantioselective Synthesis of beta-Amino Acids via Stereoselective Hydrogenation of beta-Aminoacrylic Acid Derivatives (Eusebio Juaristi, Vctor Manuel Gutiérrez-Garca, and Heraclio López-Ruiz)
8. Asymmetric Synthesis of beta-Amino Acids by Enolate Additions to tert-Butanesulfinyl Imines (Kristin Brinner and Jonathan A. Ellman).
9. Organocatalytic Approaches to Enantioenriched beta-Amino Acids (Fujie Tanaka and Carlos F. Barbas, III).
10. Asymmetric Synthesis of Cyclic beta-Amino Acids via Cycloaddition Reactions (José Barluenga, Bernardo Olano, Josefa Flórez, and Carlos Valdés).
11. Enantioselective Synthesis of Novel beta-Amino Acids (Javed Iqbal and Saibal Kumar Das).
12. Asymmetric Synthesis of Phosphonic Analogs of beta-Amino Acids (Marian MikoBajczyk, Józef Drabowicz, and Piotr Lyzwa).
13. Asymmetric Synthesis of alpha-Substituted-beta-Amino Phosphonates and Phosphinates and beta-Amino Sulfur Analogs (Francisco Palacios, Concepción Alonso, and Jesús de los Santos).
14. Stereoselective Synthesis of Fluorine-Containing beta-Amino Acids (Santos Fustero, Juan F. Sanz-Cervera, and Vadim A. Soloshonok).
15. Enantioselective Synthesis of beta-Amino Acids via Conjugate Addition to alpha, beta-Unsaturated Carbonyl Compounds (Scott J. Miller and David J. Guerin).
16. Preparation of Enantiopure beta-Amino Acids via Enantioselective Conjugate Addition (Mei Liu and Mukund P. Sibi).
17. Biocatalytic Entry to Enantiomerically Pure beta-Amino Acids (Dmitrii O. Berbasov, Trevor K. Ellis, and Vadim A. Soloshonok).
18. Stereoselective Synthesis of beta-Amino Acids via Radical Reactions (Takeaki Naito and Okiko Miyata).
19. Recent Advances in Synthesis of alpha-Hydroxy-beta-amino Acids and Their Use in SAR Studies of Taxane Anticancer Agents (Jin Chen, Larisa V. Kuznetsova, Ioana M. Ungreanu, and Iwao Ojima).
20. Synthesis of beta-Amino Acids and Their Derivatives from b-Lactams: Update (Claudio Palomo, Jesús M. Aizpurua, Iñaki Ganboa, and Mikel Oiarbide).
21. Multiple-Component Condensation Methods for Preparation of Combinatorial Libraries of beta-Amino Carbonyl Derivatives (James C. Adrian, Jr.).
22. Using Constrained b-Amino Acid Residues to Control beta-Peptide Shape and Function (Michael A. Gelman and Samuel H. Gellman).
23. beta2-Amino Acids with Proteinogenic Side Chains and Corresponding Peptides: Synthesis, Secondary Structure, and Biological Activity (Marino A. Campo, Jaime Escalante, and Radovan Scaron;ebesta).
Abbreviations.
References.
Index.
VADIM SOLOSHONOK is a professor in the Department of Chemistry and Biochemistry at the University of Oklahoma.
