Selective N-dealkylation of tertiary amines derived from phenylglycinol or ephedrine family

被引：25

作者：

Agami, C ^{[1
]}

Couty, F ^{[1
]}

Evano, G ^{[1
]}

机构：

[1] Univ Paris 06, CNRS, Lab Synth Asymetr, F-75005 Paris, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 19期

关键词：

dealkylation; amino alcohols; asymmetric synthesis;

D O I：

10.1016/S0040-4039(99)00594-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tertiary amines bearing an hydroxyethyl group derived from phenylglycinol, norephedrine or norpseudoephedrine can be selectively dealkylated using a two-step sequence involving treatment with thionyl chloride in THF, followed by reaction with an excess of potassium cyanide in THF:DMSO. These conditions are compatible with the presence of an insaturation or a benzyl ether in the substrate. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：3709 / 3712

页数：4

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