A novel approach for the asymmetric synthesis of (3S,4R)-3-amino-4-alkyl-2-piperidinones:: conformationally constrained dipeptides

被引：14

作者：

Flamant-Robin, C ^{[1
]}

Wang, Q ^{[1
]}

Sasaki, NA ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 48期

关键词：

peptidomimetics; 3-amino-4-alkyl-2-piperidinone; delta-lactam-bridged dipeptide;

D O I：

10.1016/S0040-4039(01)01847-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward method is developed for the synthesis of enantiopure (3S,4R)-3-amino-4-alkyl-2-piperidinone derivatives, six-membered lactam-bridged dipeptides, via highly diastereofacial selective 1,4-addition of organocuprate to the chiral oxazolidine alpha,beta -unsaturated ester 1 as the key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8483 / 8484

页数：2

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