Bisprolinediamides with the binaphthyl backbone as organocatalysts for the direct asymmetric Aldol reaction

被引：56

作者：

Gryko, Dorota

Kowalczyk, Bartlomiej

Zawadzki, Lukasz

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

[2] Warsaw Univ, Dept Chem, PL-02093 Warsaw, Poland

来源：

SYNLETT | 2006年 / 07期

关键词：

organocatalysis; aldol reaction; asymmetric synthesis; binaphtyl; proline;

D O I：

10.1055/s-2006-939701

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of L-prolineamides derived from various aromatic diamines including 1,1'-binaphthyl-2,2'-diamine, were prepared in good yields. They were evaluated as catalysts for the direct asymmetric aldol reaction. The presence of the binaphthyl and proline moieties in one molecule has beneficial effects oil the stereochemical outcome of the reaction of acetone with a model aldehyde. Furthermore, it was shown that dioxane as the solvent significantly improved both yield and enantioselectivity, reaching 89% and 86%, respectively.

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收藏

页码：1059 / 1062

页数：4

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