Aqueous ethanol: a suitable medium for the diastereoselective Diels-Alder reaction mediated by chiral bases

被引：11
作者：
Mirgane, Nitin A. [1 ]
Karnik, Anil V. [1 ]
机构：
[1] Univ Mumbai, Dept Chem, Bombay 400098, Maharashtra, India
来源：
GREEN CHEMISTRY LETTERS AND REVIEWS | 2011年 / 4卷 / 03期
关键词：
diastereoselective Diels-Alder reaction; chiral bases; HPLC; green approach; STOICHIOMETRIC ASYMMETRIC PROCESSES; ORGANIC-REACTIONS; ALDOL REACTIONS; ENANTIOSELECTIVE BENZOYLATION; AMINO ESTERS; WATER; CHEMISTRY; SOLVENT; CATALYST; QUININE;
D O I：
10.1080/17518253.2011.571715
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The effect of aqueous ethanol medium on the outcome of a Diels-Alder (DA) reaction with regard to yields, reaction time, and the stereoselectivity observed has been studied. When the reaction between anthrone and (R)-(+)-N-alpha-methylbenzylmaleimide was carried out in aqueous ethanol in presence of achiral base no diastereoselectivity could be obtained. Moderate diastereoselectivity could be achieved in presence of chiral bases. Use of biodegradable aqueous ethanol solvent for the reaction and stereoselective nature of the reactions studied provide a greener approach.
引用
收藏
页码：269 / 272
页数：4
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