Polystyrene-supported hydroxyproline:: An insoluble, recyclable organocatalyst for the asymmetric aldol reaction in water

被引:314
作者
Font, Daniel
Jimeno, Ciril
Pericas, Miquel A.
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
关键词
D O I
10.1021/ol061964j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Hhydroxyproline has been anchored to a polystyrene resin through click chemistry, and the resulting catalyst has been successfully applied to the direct aldol reaction in water. The high hydrophobicity of the resin and the presence of water are key to ensuring high stereoselectivity, whereas yield can be increased by using catalytic amounts of DiMePEG. This effect has been further demonstrated by the inefficiency of a homogeneous, more polar analogue.
引用
收藏
页码:4653 / 4655
页数:3
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