Synthesis Of Alpha Alkyl Alpha Amino Acids Dipeptides And Their Derivatives Through Asymmetric Alkylation Of Beta Lactam Esters
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Synthesis of Optically Active Alpha-Amino Acids
Author | : R. M. Williams |
Publisher | : Elsevier |
Total Pages | : 429 |
Release | : 2013-10-22 |
Genre | : Science |
ISBN | : 1483292959 |
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.
Asymmetric Synthesis and Application of Alpha-Amino Acids
Author | : Vadim A Soloshonok |
Publisher | : American Chemical Society |
Total Pages | : 516 |
Release | : 2009-07-09 |
Genre | : Language Arts & Disciplines |
ISBN | : |
This volume presents the most recent and comprehensive collection of reviews on methodological developments in the field of alpha-amino acids.
Synthesis of Optically Active [alpha]-amino Acids
Author | : Robert Michael Williams |
Publisher | : Pergamon |
Total Pages | : 436 |
Release | : 1989 |
Genre | : Science |
ISBN | : |
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.
Asymmetric Synthesis of Non-Proteinogenic Amino Acids
Author | : Ashot S. Saghyan |
Publisher | : John Wiley & Sons |
Total Pages | : 450 |
Release | : 2016-09-23 |
Genre | : Science |
ISBN | : 3527804471 |
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 [alpha]-amino Acids and [alpha]-amino Aldehydes Via Electrophilic Substitution of Chiral Lithiocarbanions
Author | : Kenneth Gerald Davenport |
Publisher | : |
Total Pages | : 342 |
Release | : 1982 |
Genre | : Amino acids |
ISBN | : |
A Novel Methodology for the Asymmetric Synthesis of Beta-lactams and Beta-amino Acids
Author | : Caroline Evans |
Publisher | : |
Total Pages | : |
Release | : 2012 |
Genre | : |
ISBN | : |
The first example of an intramolecular ester enolate-imine cyclisation reaction for the asymmetric synthesis of polycyclic ~-Iactams and cyclic ~-amino acid derivatives has been developed. In Chapter 1, the synthesis of monocyclic ~-Iactams using intermolecular ester enolate- imine cyclisation reactions is reviewed. The use of chiral auxiliaries contained within the ester or imino functionality to control the diastereoselectivity of the reaction is discussed, as well as enantioselective approaches. The utilization of this methodology for the synthesis of natural products such as Taxol is described, as well as the use of polymer support protocols to improve the efficiency of this reaction. In Chapter 2, the synthesis of an appropriate cyclisation substrate containing an ester and imino functionality with a chiral auxiliary fragment is reported. Appropriate conditions were established that enabled an intramolecular enolate-imine cyclisation reaction to be used for the synthesis of the tricyclic ~-Iactam benzocispentacin in good yield and excellent de. The formation of ~-amino ester side products was investigated and an explanation for the production of ~-Iactams as major products over their corresponding ~-amino esters is proposed. This protocol was then applied to the asymmetric synthesis of six benzocispentacin derivatives all with good yields and excellent de, with the configuration of one of these derivatives being confirmed by X-ray crystallography. A deprotection methodology was then established to afford their corresponding tricyclic NH-~-Iactams and cis and trans bicyclic ~-amino esters. In Chapter 3, the newly devised methodology was also applied to acyclic substrates for the synthesis of the antifungal cispentacin. The ability to access both cis- and transpentacin in both high yields and excellent de as monomers for foldamer synthesis is reported.