Copper(I) catalyzed asymmetric 1,2-addition of Grignard reagents to α-methyl substituted α,β-unsaturated ketones

被引:52
作者
Madduri, Ashoka V. R. [1 ]
Minnaard, Adriaan J. [1 ]
Harutyunyan, Syuzanna R. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
关键词
TERTIARY ALCOHOLS; ENANTIOSELECTIVE ALKENYLATION; CONJUGATE ADDITION; ALKYLATION; ALDEHYDES; DIALKYLZINC; ARYLATION;
D O I
10.1039/c1cc16725a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first catalytic enantioselective 1,2-addition of Grignard reagents to ketones is presented. This additive-free copper(I) catalyzed 1,2-addition provides chiral allylic tertiary alcohols with an er of up to 98 : 2 and excellent yields due to the complete shift of overwhelming 1,4-selectivity of copper(I)-catalysts towards 1,2-selectivity in the addition reaction to enones.
引用
收藏
页码:1478 / 1480
页数:3
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