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.
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页码：97 / 100
页数：4
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