σ-π chelation-controlled chemoselective ring openings of epoxides

被引：11

作者：

Asao, N ^{[1
]}

Kasahara, T ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 44期

关键词：

Lewis acids; chemoselectivity; coordination modes; alkynes; epoxides;

D O I：

10.1016/S0040-4039(01)01669-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemoselective ring opening of alkynyl epoxides in the co-existence of the corresponding alkyl epoxides is achieved in the Me3Al mediated reaction with alkynyllithium reagents. The observed interesting chemoselectivity is most probably a reflection of bidentate complexation of the Lewis acid to an n-electron of an oxygen atom of the epoxide and pi -electrons of the C C triple bond. (C) 2001 Elsevier Science Ltd. All rights reserved.

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收藏

页码：7903 / 7905

页数：3

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