Highly enantioselective addition of diphenylzinc to aliphatic and aromatic aldehydes catalyzed by a readily available H8-binol derivative

被引:65
|
作者
Qin, YC [1 ]
Pu, L [1 ]
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
关键词
alcohols; aldehydes; asymmetric synthesis; nucleophilic addition; zinc;
D O I
10.1002/anie.200503206
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) All sorts of aldehydes 2 (R = aryl, vinyl, branched, and linear alkyl) undergo the highly enantioselective addition of diphenylzinc (1) in the presence of catalytic (S)-4 to give α-substituted benzyl alcohols 3 in high yields. In contrast to previous catalysts, no additive is required, the reaction is carried out at room temperature, and the reaction is equally effective with linear aldehydes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
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页码:273 / 277
页数:5
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