Highly Efficient Organocatalyzed Direct Asymmetric Aldol Reactions of Hydroxyacetone and Aldehydes

被引:45
|
作者
Wu, Xiaoyu [1 ]
Ma, Zhixiong [2 ]
Ye, Zhengqing [2 ]
Qian, Shan [2 ]
Zhao, Gang [2 ]
机构
[1] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Modern Organ Synthet Chem, Shanghai 200032, Peoples R China
关键词
aldehydes; aldol reaction; 1,2-diols; hydroxyacetone; organic catalysis; WATER-COMPATIBLE ORGANOCATALYSTS; DIRECT SYN-ALDOL; UNPRECEDENTED REGIOCONTROL; BIOACTIVE MACROLIDES; L-PROLINE; KETONES; ACID; AMPHIDINOLIDES; STRATEGY; CATALYST;
D O I
10.1002/adsc.200800558
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Novel organocatalysts derived from L-threonine and L-leucine have been synthesized for catalyzing direct aldol reactions of hydroxycetone and unactivated aliphatic aldehydes with as low as 2 mol% loading of the catalyst, good to excellent yields and excellent enantioselectivities have been achieved for aliphatic aldehydes, whereas aromatic aldehydes yield only moderate enantioselectivities.
引用
收藏
页码:158 / 162
页数:5
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