Enone structure as a probe to Lewis acid carbonyl binding in copper-catalysed asymmetric conjugate addition

被引：22

作者：

Börner, C

König, WA

Woodward, S

机构：

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

[2] Univ Hamburg, Inst Organ Chem, D-20146 Hamburg, Germany

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

enones; mechanisms; thioethers; zinc and compounds;

D O I：

10.1016/S0040-4039(00)01940-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Systematic changes in the substitution pattern of linear enones ((RCOCH)-C-1=CHR2) helps identify the reactive conformation (s-trans versus s-cis) of the enone in copper-catalysed asymmetric 1,4-ZnEt2 addition. Pointers to the binding mode of the Lewis Acid (syn or anti to the 'ene' function) are also gathered. Enantioselectivities of up to 79% have been realised in these reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：327 / 329

页数：3

共 16 条

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