Epoxide rearrangements using dilithiated aminoalcohols as chiral bases

被引：10

作者：

Brookes, PC ^{[1
]}

Milne, DJ ^{[1
]}

Murphy, PJ ^{[1
]}

Spolaore, B ^{[1
]}

机构：

[1] Univ Wales, Dept Chem, Bangor LL57 2UW, Gwynedd, Wales

来源：

TETRAHEDRON | 2002年 / 58卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

enantiospecificity; rearrangements; epoxides; basicity;

D O I：

10.1016/S0040-4020(02)00374-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dilithiated norephedrine and ephedrine have been utilised in the enantioselective rearrangement of cyclic epoxides to allylic alcohols, with dilithiated norephedrine generally giving the best enantioselectivity. Dilithiated ephedrine offered better levels of substrate conversion, but with lower enantioselectivity. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：4675 / 4680

页数：6

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