Polystyrene-supported proline and prolinamide.: Versatile heterogeneous organocatalysts both for asymmetric aldol reaction in water and α-selenenylaltion of aldehydes

被引：126

作者：

Giacalone, Fiancesco ^{[1
]}

Gruttadauria, Michelangelo ^{[1
]}

Marculescu, Adriana Mossuto ^{[1
]}

Noto, Renato ^{[1
]}

机构：

[1] Univ Palermo, Dipartimento Chim Organ E Paterno, I-90128 Palermo, Italy

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 02期

关键词：

D O I：

10.1016/j.tetlet.2006.11.040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient synthesis of polystyrene-supported proline and prolinamide has been carried out. Polystyrene-supported proline has been used as organocatalyst in the asymmetric aldol reaction between cyclohexanone and substituted benzaldehydes in water without any additive. High yields, diastereoselectivities and ee values have been observed. The versatility of this resin was demonstrated in the alpha-selenenylation of aldehydes. Both proline and prolinamide resins gave high yields. Recycling studies showed that the proline resin gave better results than prolinamide resin. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：255 / 259

页数：5

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