1.

Record Nr.

UNINA9910821460103321

Autore

Saghyan Ashot S.

Titolo

Asymmetric synthesis of non-proteinogenic amino acids / / Ashot S. Saghyan and Peter Langer

Pubbl/distr/stampa

Weinheim, Germany : , : Wiley-VCH, , 2016

©2016

ISBN

3-527-80448-X

3-527-80447-1

3-527-80449-8

Descrizione fisica

1 online resource (376 p.)

Disciplina

547.750459

Soggetti

Amino acids - Synthesis

Lingua di pubblicazione

Inglese

Formato

Materiale a stampa

Livello bibliografico

Monografia

Note generali

Description based upon print version of record.

Nota di bibliografia

Includes bibliographical references at the end of each chapters and index.

Nota di contenuto

Cover            ; Title Page                 ; Copyright                ; Contents               ; List of Abbreviations                            ; Introduction                   ; Chapter 1 Non-Proteinogenic   -Amino Acids, Natural Origin, Biological Functions; References                 ; Part I Natural Synthesis of Amino Acids, Mechanisms, and Modeling; References                 ; Chapter 2 Some Regularities of Mechanisms for the Natural Synthesis of Amino Acids                                                                                         ; References

Chapter 3 Systems for Modeling Some Aspects of Pyridoxal Enzyme Action                                                                             References                 ; Chapter 4 Modeling of Processes Associated with Cleavage of C  -H and C  -C   Bonds; References                 ; Chapter 5 Modeling of   ,  -Elimination Processes of PP-Catalysis, Kinetics, and Stereochemistry; References

Chapter 6 Biomimetic Addition Reaction of Nucleophiles to CoIII Complexes of Dehydroaminobutyric Acid                                                                                                            References                 ; Part II Asymmetric Synthesis of Nonprotein   -Amino Acids; Chapter 7 The Main Rules of Asymmetric Synthesis                                                       ; References                 ; Chapter 8 Catalytic Asymmetric Synthesis

8.1 Achiral NiII Complexes of Schiff Bases of Amino Acids                                                                



8.1.1 The Alkylation of Achiral NiII Complexes Under Phase-Transfer Catalysis                                                                                    ; 8.1.2 Reactions of 1,4-Michael Addition to Achiral Glycine and Dehydroalanine Complexes                                                                                              ; 8.1.3 Synthesis of Enantiomerically Enriched   -Amino Acids

8.1.3.1 The Asymmetric Alkylation of Substrate 65a by Alkyl Halides Under Phase-Transfer Catalysis                                                                                                         8.1.3.2 Asymmetric Aldol Condensation of Achiral NiII Complexes of Amino Acids                                                                                     ; 8.1.3.3 The Asymmetric Michael Addition of Achiral NiII Substrates to Electron-Withdrawing Compounds

8.1.3.4 Catalytic Asymmetric Addition of Nucleophiles to an Achiral Dehydroalanine Substrate

Sommario/riassunto

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.