Asymmetric synthesis of cyclic ethers by rearrangement of oxonium ylides generated from chiral copper carbenoids

被引：52

作者：

Clark, JS

Fretwell, M

Whitlock, GA

Burns, CJ

Fox, DNA

机构：

[1] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England

[2] Pfizer Ltd, Cent Res, Dept Discovery Chem, Sandwich CT13 9NJ, Kent, England

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 1-2期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(97)10441-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrahydrofuran-3-ones and tetrahydropyran-3-ones can be prepared enantioselectively by rearrangement of the ylide-type intermediates generated by the reaction of a chiral copper carbenoid with the oxygen atom of a pendant allylic ether. Cyclic ethers with enantiomeric excesses of up to 57% have been obtained using a copper complex of the enantiomerically pure diimine 1a for carbenoid generation. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：97 / 100

页数：4

共 18 条

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