How to build optically active α-amino acids

被引：53

作者：

Calmes, M

Daunis, J

机构：

[1] Univ Montpellier 1, CNRS, UMR 5810, Lab Aminoacides Peptides & Prot, F-34095 Montpellier 5, France

[2] Univ Montpellier 2, CNRS, UMR 5810, Lab Aminoacides Peptides & Prot, F-34095 Montpellier, France

来源：

AMINO ACIDS | 1999年 / 16卷 / 3-4期

关键词：

alpha-amino acid; asymmetric synthesis; chiral reagent; asymmetric auxiliary;

D O I：

10.1007/BF01388170

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Various methodologies published in the literature dealing with alpha-amino carboxylic acid asymmetric synthesis are presented in a digest form. In each case, only some recent or most typical works are mentioned.

引用

页码：215 / 250

页数：36

共 133 条

[101] ALPHA-ALKYLATION OF AMINO-ACIDS WITHOUT RACEMIZATION. PREPARATION OF EITHER (S)-ALPHA-METHYLDOPA OR (R)-ALPHA-METHYLDOPA FROM (S)-ALANINE [J].

SEEBACH, D ;

AEBI, JD ;

NAEF, R ;

WEBER, T .

HELVETICA CHIMICA ACTA, 1985, 68 (01) :144-154

[102] ENANTIOSELECTIVE GENERATION AND DIASTEREOSELECTIVE REACTIONS OF CHIRAL ENOLATES DERIVED FROM ALPHA-HETEROSUBSTITUTED CARBOXYLIC-ACIDS - PRELIMINARY COMMUNICATION [J].

SEEBACH, D ;

NAEF, R .

HELVETICA CHIMICA ACTA, 1981, 64 (08) :2704-2708

[103] ALKYLATION OF AMINO-ACIDS WITHOUT LOSS OF THE OPTICAL-ACTIVITY - PREPARATION OF ALPHA-SUBSTITUTED PROLINE DERIVATIVES - A CASE OF SELF-REPRODUCTION OF CHIRALITY [J].

SEEBACH, D ;

BOES, M ;

NAEF, R ;

SCHWEIZER, WB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (16) :5390-5398

[104] Self-regeneration of stereocenters (SRS) - Applications, limitations, and abandonment of a synthetic principle [J].

Seebach, D ;

Sting, AR ;

Hoffmann, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24) :2708-2748

[105] Preparation and evaluation of nitrene precursors (PhI=NSO2Ar) for the copper-catalyzed aziridination of olefins [J].

Sodergren, MJ ;

Alonso, DA ;

Bedekar, AV ;

Andersson, PG .

TETRAHEDRON LETTERS, 1997, 38 (39) :6897-6900

[106] An efficient synthesis of N-alpha-Fmoc-4-(phosphonodifluoromethyl)-L-phenylalanine [J].

Solas, D ;

Hale, RL ;

Patel, DV .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) :1537-1539

[107]

Strecker A., 1850, Justus Liebigs Ann. Chem, V75, P27, DOI [DOI 10.1002/JLAC.18500750103, 10.1002/jlac.18500750103]

[108] Diastereoselective protonation of enolates of chiral Schiff bases [J].

Tabcheh, M ;

Guibourdenche, C ;

Pappalardo, L ;

Roumestant, ML ;

Viallefont, P .

TETRAHEDRON-ASYMMETRY, 1998, 9 (09) :1493-1495

[109] ALKYLATION AND PROTONATION OF CHIRAL SCHIFF-BASES - DIASTEREOSELECTIVITY AS A FUNCTION OF THE NATURE OF REACTANTS [J].

TABCHEH, M ;

ELACHQAR, A ;

PAPPALARDO, L ;

ROUMESTANT, ML ;

VIALLEFONT, P .

TETRAHEDRON, 1991, 47 (26) :4611-4618

[110] STERICALLY CONTROLLED SYNTHESIS OF OPTICALLY-ACTIVE ORGANIC-COMPOUNDS .30. ASYMMETRIC-SYNTHESIS OF ASPARTIC-ACID BY HYDROGENATION OF OPTICALLY-ACTIVE 1,4-OXAZINE DERIVATIVE [J].

TAMURA, M ;

HARADA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (02) :561-562

← 5 6 7 8 9 10 11 12 13 14 →