Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels-Alder cycloaddition reactions

被引:50
|
作者
Guizzetti, Stefania [1 ]
Benaglia, Maurizio [1 ]
Siegel, Jay S. [2 ]
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland
关键词
ORGANIC CATALYSIS; IMIDAZOLIDIN-4-ONE; IMMOBILIZATION; STRATEGIES;
D O I
10.1039/c2cc17919a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Poly(methylhydrosiloxane) (PMHS) supported organic catalysts promoted the Diels-Alder reaction of dienes with alpha,beta-unsaturated aldehydes, also in pure water, in yields and enantiomeric excesses comparable to those observed with the non-supported catalysts (up to 93% ee). Recycling of the catalysts was performed with no loss of enantioselectivity for at least five reaction cycles.
引用
收藏
页码:3188 / 3190
页数:3
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