An efficient method for the stereoselective synthesis of cis-3-substituted prolines:: conformationally constrained α-amino acids

被引：45

作者：

Flamant-Robin, C ^{[1
]}

Wang, Q ^{[1
]}

Chiaroni, A ^{[1
]}

Sasaki, NA ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON | 2002年 / 58卷 / 52期

关键词：

3-cis-substituted proline; stereoselective; organocuprate; conformationally constrained alpha-amino acid;

D O I：

10.1016/S0040-4020(02)01405-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of enantiomerically pure cis-3-substituted prolines is reported. Key steps involve the stereoselective organocuprate addition to the (E)-alpha,beta-unsaturated ester 1, obtained from the Garners aldehyde, and expedient oxidation-cyclization sequences. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：10475 / 10484

页数：10

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