Synthetic studies toward astins A, B and C.: Efficient syntheses of cis-3,4-dihydroxyprolines and (-)-(3S,4R)-dichloroproline esters

被引：62

作者：

Schumacher, KK

Jiang, JJ

Joullié, MM ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

[2] Abbott Labs, Abbott Pk, IL 60064 USA

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 01期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0957-4166(97)00617-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Efficient syntheses of the esters of cis-3,4-dihydroxyprolines and the first synthesis of the ester of the rare amino acid (-)-(3S,4R)-dichloroproline from trans-4-hydroxy-L-proline are presented. The synthetic route provides easy access to several substituted prolines and cis-hydroxylated proline esters. Various types of biological activities have been associated with these substituted prolines. The role of (-)-(3S,4R)-dichloroproline in astins A, B and C is under investigation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：47 / 53

页数：7

共 86 条

[81]

Veith U, 1996, SYNLETT, P1181

[82] USE OF A RECOMBINANT BACTERIAL FRUCTOSE-1,6-DIPHOSPHATE ALDOLASE IN ALDOL REACTIONS - PREPARATIVE SYNTHESES OF 1-DEOXYNOJIRIMYCIN, 1-DEOXYMANNOJIRIMYCIN, 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL, AND FAGOMINE [J].