Synthesis of chiral α-amino acids

被引：9

作者：

Chakraborty, TK ^{[1
]}

Ghosh, A ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 52期

关键词：

alpha-amino acids; Hofmann rearrangement; oxazolidinone; Evans' reaction;

D O I：

10.1016/S0040-4039(02)02433-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel method for the synthesis of chiral alpha-amino acids has been developed where the acid functionality was constructed by oxidizing a hydroxymethyl group introduced by Evans' method in the alpha-position of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：9691 / 9693

页数：3

共 33 条

[1]

Anakabe E, 2001, EUR J ORG CHEM, V2001, P4343, DOI 10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO

[2]

2-D

[3]

Beller M, 1998, CHEM-EUR J, V4, P935, DOI 10.1002/(SICI)1521-3765(19980515)4:5<935::AID-CHEM935>3.0.CO

[4]

2-#

[5]

Belokon YN, 2001, ANGEW CHEM INT EDIT, V40, P1948, DOI 10.1002/1521-3773(20010518)40:10<1948::AID-ANIE1948>3.3.CO

[6]

2-F

[7] Asymmetric strecker synthesis of α-amino acids via a crystallization-induced asymmetric transformation using (R)-phenylglycine amide as chiral auxiliary [J].

Boesten, WHJ ;

Seerden, JPG ;

de Lange, B ;

Dielemans, HJA ;

Eisenberg, HLM ;

Kaptein, B ;

Moody, HM ;

Kellogg, RM ;

Broxterman, QB .

ORGANIC LETTERS, 2001, 3 (08) :1121-1124

[8]

Bogevig A, 2002, ANGEW CHEM INT EDIT, V41, P1790, DOI 10.1002/1521-3773(20020517)41:10<1790::AID-ANIE1790>3.0.CO

[9]

2-Y

[10] Marine cyanobacteria - a prolific source of natural products [J].

Burja, AM ;

Banaigs, B ;

Abou-Mansour, E ;

Burgess, JG ;

Wright, PC .

TETRAHEDRON, 2001, 57 (46) :9347-9377

← 1 2 3 4 →