Stereospecific synthesis of chiral tertiary alkyl-aryl ethers via Mitsunobu reaction with complete inversion of configuration

被引：61

作者：

Shi, YJ ^{[1
]}

Hughes, DL ^{[1
]}

McNamara, JM ^{[1
]}

机构：

[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 18期

关键词：

Mitsunobu reaction; tertiary alcohols; alkyl aryl ether; S(N)2 displacement; inversion;

D O I：

10.1016/S0040-4039(03)00728-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mitsunobu reaction of chiral tertiary alcohol (S)-2 with phenol 3 provides the desired ether (R)-1 in moderate yields at elevated temperatures (80-100degreesC). The S(N)2 displacement pathway is evident by complete inversion of the (S)-alcohol to (R)-ether. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：3609 / 3611

页数：3

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