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Authored by two internationally recognized experts with an excellent track record, this much-needed reference summarizes latest research in the rapidly developing field of stereoselective synthesis of enantiomerically enriched amino acids, particularly of non-proteinogenic origin. It highlights several different catalytic and stoichiometric asymmetric methods for their synthesis and also provides information on origin, biological properties, different synthetic strategies and important applications in medicine and pharmacology. Essential reading for synthetic chemists working in the field of asymmetric synthesis, natural products and peptide synthesis, stereochemistry, medicinal chemistry, biochemistry, pharmacology, and biotechnology.
Asymmetric Synthesis of Natural Products Fully updated learning resource covering the concept of using natural product chemistry for strategies in asymmetric synthesis The third edition of Asymmetric Synthesis of Natural Products introduces students to the rapidly growing field of natural products in organic chemistry, discussing the practical, mainly pharmacological, importance of selected compounds and emphasizing the target-oriented approach of organic synthesis which is key in industrial strategies. To aid in reader comprehension, the text includes key references and an Index of Compounds. The textbook is based on two lecture courses (Asymmetric Synthesis & Asymmetric Synthesis of Natural Products), which the author has delivered more than 50 times over the past 20 years in Finland, the UK, Italy, and Greece. This third edition is fully updated from the earlier versions (published by Wiley in 1993 and 2012). The importance of natural products as truly renewable raw materials in sustainable chemistry and circular economy is illustrated through applications of e.g. organocatalysis, organometallic catalysis, and biocatalysis. The contents consist of traditional text supplemented with illustrations (such as chemical drawings and structural formulae). Three dimensional aspects are also discussed with the use of 3D renderings of structures for both reaction mechanisms (molecular modeling) and crystallographic data. Sample topics covered in the textbook include: The foundations of asymmetric synthesis, including the theory and applications of individual asymmetric reactions Sustainable development, the circular economy, and use of renewable raw materials that have become prominent in many fields of science and technology Various natural product classes, including carbohydrates, amino acids, peptides, proteins, nucleosides, nucleotides, nucleic acids, and polyketides The properties of these natural product classes, including their structures, biosynthesis, and interrelationships, as well as examples of asymmetric syntheses and the practical value of these compounds Asymmetric Synthesis of Natural Products is a comprehensive, authoritative, and up-to-date learning resource on the subject for advanced level undergraduate or early-stage graduate students. It is also useful for specialists already working in synthesis who wish to learn about asymmetric synthesis.
Asymmetric Synthesis of Natural Products, 2nd Edition introduces students to this rapidly growing field of organic chemistry. The initial chapters present the foundations of asymmetric synthesis, including the theory and applications of individual asymmetric reactions. This is followed by chapters on each of the major individual classes of natural products; their structures, biosynthesis and interrelationships as well as examples of asymmetric syntheses and the practical value of these compounds. Natural product classes covered include carbohydrates, amino acids, peptides, proteins, nucleosides, nucleotides, nucleic acids, polyketides, isoprenoids, shikamic acid derivatives and alkaloids. For this second edition the text has been thoroughly updated and expanded, and includes new discussions and examples covering atom and redox economies, practical aspects and environmental awareness. Organocatalysis has emerged completely in the last ten years, and has been fully integrated into this new edition.
Presents in a logical, readable manner the synthetic utility of amino acids for the generation of chiral agents, intermediates, and final products by means of asymmetric synthesis. In the past 20 years asymmetric synthesis has forged to the forefront of organic chemistry. This book provides extensive schemes and reactions containing over 1900 structures to illustrate the varied assortment of chiral intermediates that can be generated from amino acids and their derivatives. Focuses on the alpha[l.c. Greek letter]-amino acids and second-generation intermediates that can be derived therefrom which are of general interest to organic chemists, in either the industrial or the academic environment. Special attention has been paid to the asymmetric synthesis of key pharmaceutical agents, agrochemicals, and a host of natural products including alkoloids, terpenoids, carbohydrates, and insect pheromones. Includes extensive and up-to-date references.
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.
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 volume presents the most recent and comprehensive collection of reviews on methodological developments in the field of alpha-amino acids.