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新型糖基衍生双功能手性脲作为不对称氮杂-Henry反应中的高效有机催化剂

New sugar-derived bifunctional chiral ureas as highly effective organocatalysts in asymmetric aza-Henry reaction.

作者信息

Robak Jolanta, Kryczka Bogusław, Świerczyńska Barbara, Zawisza Anna, Porwański Stanisław

机构信息

Department of Organic and Applied Chemistry, University of Łódź, Tamka 12, 91-403 Łódź, Poland.

Department of Organic and Applied Chemistry, University of Łódź, Tamka 12, 91-403 Łódź, Poland.

出版信息

Carbohydr Res. 2015 Mar 2;404:83-6. doi: 10.1016/j.carres.2014.11.019. Epub 2014 Dec 31.

Abstract

A simple synthesis of series of new catalysts derived from chiral bifunctional ureas is described. The aza-Henry reaction of imines with nitromethane was promoted by sugar derived bifunctional organocatalysts to give optically active β-nitroamines. The aza-Henry reaction products were obtained in good yields (35-98%) and ee up to 99%.

摘要

本文描述了一种从手性双功能脲衍生出的新型催化剂系列的简单合成方法。糖衍生的双功能有机催化剂促进了亚胺与硝基甲烷的氮杂亨利反应,以得到光学活性的β-硝基胺。氮杂亨利反应产物的产率良好(35-98%),对映体过量值高达99%。

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