Unexpected Beneficial Effect of ortho-Substituents on the (S)-ProlineCatalyzed Asymmetric Aldol Reaction of Acetone with Aromatic Aldehydes

被引：16
|
作者：
Martinez, Alberto [1 ]
van Gemmeren, Manuel [1 ]
List, Benjamin [1 ]
机构：
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim An Der Ruhr, Germany
来源：
SYNLETT | 2014年 / 25卷 / 07期
关键词：
aldehyde; aldol reaction; asymmetric catalysis; organocatalysis; proline; HIGHLY EFFICIENT; PROLINE; CATALYST; KETONES;
D O I：
10.1055/s-0033-1340920
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An intriguing effect of electronegative 2,6-substituents on the stereochemical outcome of (S)-proline-catalyzed aldol reactions between benzaldehyde derivatives and acetone is reported. Remarkably high enantioselectivities can be achieved with such substrates.
引用
收藏
页码：961 / 964
页数：4
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