Asymmetric synthesis of 3-alkyl pipecolic acids

被引：8

作者：

Zaparucha, A ^{[1
]}

Danjoux, M ^{[1
]}

Chiaroni, A ^{[1
]}

Royer, J ^{[1
]}

Husson, HP ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(99)00591-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Michael addition of R2CuLi or R2CuMgBr to 4-phenyl-3,4,7,8-tetrahydro-6H-pyrido (2,1-c)(1,4)oxazin-1-one 2, readily obtained from 2-cyano-6-phenyloxazolopiperidine 1, led to the formation of alkylated lactones 4a-d in high yield and with complete diastereoselectivity. Transformation of lactones 4a-d to 3-alkyl pipecolic acids was achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3699 / 3700

页数：2

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