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Book Enantioselective Synthesis of Beta Amino Acids

Download or read book Enantioselective Synthesis of Beta Amino Acids written by Eusebio Juaristi and published by John Wiley & Sons. This book was released on 2005-05-06 with total page 658 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

Book A Novel Methodology for the Asymmetric Synthesis of Beta lactams and Beta amino Acids

Download or read book A Novel Methodology for the Asymmetric Synthesis of Beta lactams and Beta amino Acids written by Caroline Evans and published by . This book was released on 2012 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

Book The Asymmetric Synthesis of Novel Amino Acid Derivatives

Download or read book The Asymmetric Synthesis of Novel Amino Acid Derivatives written by Stephen Brian McNabb and published by . This book was released on 2002 with total page 506 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book Enantioselective Synthesis of Amino Acids

Download or read book Enantioselective Synthesis of Amino Acids written by Eusebio Juaristi and published by Wiley. This book was released on 1996-12-27 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book presents an overview of the importance of ß-amino acids in pharmaceutical sciences, and discusses the most important methods that have been developed for the preparation of enantiomerically pure compounds. Each method is described by the organic chemist who developed it, and so will be written with authoritative, first-hand knowledge. This title is the first book to summarize new available methodologies for preparing ß-amino acids in optically pure form, a recent development in this field. The title also provides methods for synthesizing optically pure precursors to pharmacologically active substances, including ß-lacatams.

Book New Methods for the Synthesis of Alpha Amino Acid Derivatives From N tert Butanesulfinyl Imines AND The Synthesis and Application of Novel Amino Acid Based N tert Butanesulfinyl Amide Organocatalysts

Download or read book New Methods for the Synthesis of Alpha Amino Acid Derivatives From N tert Butanesulfinyl Imines AND The Synthesis and Application of Novel Amino Acid Based N tert Butanesulfinyl Amide Organocatalysts written by Melissa Ann Herbage and published by . This book was released on 2009 with total page 376 pages. Available in PDF, EPUB and Kindle. Book excerpt: Abstract New Methods for the Synthesis of alpha-Amino Acid Derivatives From N-tert-Butanesulfinyl Imines AND The Synthesis and Application of Novel Amino Acid Based N-tert-Butanesulfinyl Amide Organocatalysts by Melissa Ann Herbage Doctor of Philosophy in Chemistry University of California, Berkeley Professor Jonathan A. Ellman, Chair Chapter 1. Methods for the synthesis of alpha-amino acid derivatives prepared from N-tert-butanesulfinyl imines are reviewed. Chapter 2. The rhodium-catalyzed addition of arylboronic acids to N-tert-butanesulfinyl imino esters is described. This chemistry is compatible with a variety of electronically and sterically diverse arylboronic acids providing the N-tert-butanesulfinyl protected alpha-arylglycine products in good yields and high diastereoselectivities. In addition, the utility of this method is demonstrated by subjecting the enantiomerically enriched N-tert-butanesulfinyl protected products to selective synthetic manipulations with little to no racemization. The synthesis of an N-tert-butanesulfinyl isatin imine and its use in the rhodium-catalyzed addition of arylboronic acids reaction is also described. Chapter 3. The copper-catalyzed addition of bis(pinacolato)diboron to N-tert-butanesulfinyl imines is described. This chemistry is amenable to a variety of alkyl and aryl N-tert-butanesulfinyl imines and provides rapid access to use of a number of chiral alpha-amino boronate esters, a biologically relevant scaffold that is difficult to access by other means. The utility of this methodology was demonstrated by the efficient synthesis of bortezomib (Velcade®), the first FDA approved proteasome inhibitor drug. The further functionalization of the alpha-amino boronate products is also described. This includes the homologation of the alpha-amino boronate ester products as well as the conversion of the boronate ester to the potassium trifluoroborate salt. The application of this methodology for the enantioselective synthesis of alpha-amino boronate esters is also addressed. Chapter 4. The synthesis of new N-tert-butanesulfinyl amide organocatalysts and their application to the intermolecular aldol reaction is described. A number of catalysts were prepared in one step from commercially available amino acid precursors and were tested for their activity in the intermolecular aldol reaction. However, preliminary results indicate that the primary amine catalysts are not competitive with other amino acid derived catalysts reported in the literature. Further optimization is necessary to fully evaluate the potential for this new class of catalysts.

Book The Asymmetric Synthesis of A alpha and B beta Amino Acid Derivatives

Download or read book The Asymmetric Synthesis of A alpha and B beta Amino Acid Derivatives written by Neil Patrick Garrido and published by . This book was released on 2006 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book Catalytic Enantioselective Synthesis of alpha fluoro alpha amino Acid Derivatives

Download or read book Catalytic Enantioselective Synthesis of alpha fluoro alpha amino Acid Derivatives written by Dominique Pascal Huber and published by . This book was released on 2006 with total page 154 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book New Enantioselective Approaches to the Synthesis of Amino Acid Derivatives and Peptides Using Chiral Protein Catalysis

Download or read book New Enantioselective Approaches to the Synthesis of Amino Acid Derivatives and Peptides Using Chiral Protein Catalysis written by Bo Shen and published by . This book was released on 2010 with total page 169 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book Enantioselective Synthesis of Alpha quarternary Amino Acid Derivatives Via Enzymatic Desymmetrization and Curtius Rearrangement Approaches to Alkaloid Synthesis

Download or read book Enantioselective Synthesis of Alpha quarternary Amino Acid Derivatives Via Enzymatic Desymmetrization and Curtius Rearrangement Approaches to Alkaloid Synthesis written by Violeta Iosub and published by . This book was released on 2013 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book The Effects of Solvent on Enantioselective Synthesis of beta amino Acids

Download or read book The Effects of Solvent on Enantioselective Synthesis of beta amino Acids written by Elizabeth A. Cormier and published by . This book was released on 2004 with total page 174 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book Enantioselective Synthesis of Beta Amino Alcohols and Beta Amino Acids

Download or read book Enantioselective Synthesis of Beta Amino Alcohols and Beta Amino Acids written by Andrew Craig Donohue and published by . This book was released on 1997 with total page 368 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book New Methods for Synthesis of beta substituted amino Acid Derivatives

Download or read book New Methods for Synthesis of beta substituted amino Acid Derivatives written by Sunil Vasant Pansare and published by . This book was released on 1989 with total page 308 pages. Available in PDF, EPUB and Kindle. Book excerpt: