Enantioselective Synthesis of β-Amino Acids: Juaristi/Enantioselective 2e

Covers all facets of the synthesis of ?amino acids As evidenced by an exponential increase in the literature published on the subject, interest in ?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 ?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 ?amino acids. In most cases, the lead chemist who originally developed a method provides an authoritative description of it. In addition, Enantioselective Synthesis of ?Amino Acids, Second Edition: * Features introductory overviews on the structural types of relevant ?amino acid targets and salient ?amino acids present in natural products * Dedicates several chapters to advances in the synthesis of oligomers from ?amino acids * Includes general and practical procedures for the preparation of ?amino acids in each chapter * Discusses the most important methods that have been recently developed for the asymmetric synthesis of cyclic and open-chain ?amino acids * Includes a report on the preparation of libraries of enantiopure ?amino acids using combinatorial approaches The only book of its kind available today, Enantioselective Synthesis of ?Amino Acids, Second Edition offers upper-level students and professionals an essential resource for pharmaceutical development, medicinal chemistry, and biochemistry.Content: Chapter 1 Structural Types of Relevant ??Amino Acid Targets (pages 1–17): Eusebio Juaristi Chapter 2 ??Amino Acids in Natural Products (pages 19–91): Peter Spiteller and Franz von Nussbaum Chapter 3 Preparation of Enantiopure ??Amino Acids by Homologation of ??Amino Acids (pages 93–106): Joachim Podlech Chapter 4 Asymmetric Catalysis in Enantioselective Synthesis of ??Amino Acids (pages 107–115): Anna G. Wenzel and Eric N. Jacobsen Chapter 5 Enantioselective Synthesis of Conformationally Constrained ??Amino Acids (pages 117–138): Rosa M. Ortuno Chapter 6 Catalytic Enantioselective Mannich Reactions (pages 139–157): Masaharu Ueno and Shu Kobayashi Chapter 7 Enantioselective Synthesis of ??Amino Acids via Stereoselective Hydrogenation of ??Aminoacrylic Acid Derivatives (pages 159–179): Eusebio Juaristi, Victor Manuel Gutierrez?Garcia and Heraclio Lopez?Ruiz Chapter 8 Asymmetric Synthesis of ??Amino Acids by Enolate Additions to tert?Butanesulfinyl Imines (pages 181–194): Kristin Brinner and Jonathan A. Ellman Chapter 9 Organocatalytic Approaches to Enantioenriched ??Amino Acids (pages 195–213): Fujie Tanaka and Carlos F. Barbas Chapter 10 Asymmetric Synthesis of Cyclic ??Amino Acids via Cycloaddition Reactions (pages 215–240): Jose Barluenga, Bernardo Olano, Josefa Florez and Carlos Valdes Chapter 11 Enantioselective Synthesis of Novel ??Amino Acids (pages 241–260): Javed Iqbal and Saibal Kumar Das Chapter 12 Asymmetric Synthesis of Phosphonic Analogs of ??Amino Acids (pages 261–276): Marian Mikolajczyk, Jozef Drabowicz and Piotr Lyzwa Chapter 13 Asymmetric Synthesis of ??Substituted???Amino Phosphonates and Phosphinates and ??Amino Sulfur Analogs (pages 277–318): Francisco Palacios, Concepcion Alonso and Jesus De Los Santos Chapter 14 Stereoselective Synthesis of Fluorine?Containing ??Amino Acids (pages 319–350): Santos Fustero, Juan F. Sanz?Cervera and Vadim A. Soloshonok Chapter 15 Enantioselective Synthesis of ??Amino Acids via Conjugate Addition to ?,??Unsaturated Carbonyl Compounds (pages 351–376): Scott J. Miller and David J. Guerin Chapter 16 Preparation of Enantiopure ??Amino Acids via Enantioselective Conjugate Addition (pages 377–395): Mei Liu and Mukund P. Sibi Chapter 17 Biocatalytic Entry to Enantiomerically Pure ??Amino Acids (pages 397–414): Dmitrii O. Berbasov, Trevor K. Ellis and Vadim A. Soloshonok Chapter 18 Stereoselective Synthesis of ??Amino Acids via Radical Reactions (pages 415–446): Takeaki Naito and Okiko Miyata Chapter 19 Recent Advances in the Synthesis of ??Hydroxy???Amino Acids and Their Use in the SAR Studies of Taxane Anticancer Agents (pages 447–476): Jin Chen, Larisa V. Kuznetsova, Ioana M. Ungreanu and Iwao Ojimau Chapter 20 Synthesis of ??Amino Acids and Their Derivatives from ??Lactams: Update (pages 477–495): Claudio Palomo, Jesus M. Aizpurua, Inaki Ganboa and Mikel Oiarbide Chapter 21 Multiple?Component Condensation Methods for Preparation of Combinatorial Libraries of ??Amino Carbonyl Derivatives (pages 497–525): James C. Adrian Chapter 22 Using Constrained ??Amino Acid Residues to Control ??Peptide Shape and Function (pages 527–591): Michael A. Gelman and Samuel H. Gellman Chapter 23 ?2?Amino Acids with Proteinogenic Side Chains and Corresponding Peptides: Synthesis, Secondary Structure, and Biological Activity (pages 593–617): Marino A. Campo, Jaime Escalante and Radovan Sebesta 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. "This Second Edition of Enantioselective Synthesis of [beta]-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 [beta]-amino acids. In most cases, the lead chemist who originally developed a method provides an authoritative description of it." "The only book of its kind available today, Enantioselective Synthesis of [beta]-Amino Acids, Second Edition offers upper-level students and professionals an essential resource for pharmaceutical development, medicinal chemistry, and biochemistry."--BOOK JACKET The simplest -amino acid is -aminopropionic acid (-alanine, 1), which is not a proteinogenic amino acid, but it is an essential component of many relevant, biologically active compounds, such as vitamin B3 (pantothenic acid, 2).