Enantioselective synthesis of 1,2-diarylaziridines by the organocatalytic reductive amination of α-chloroketones

被引:85
作者
Malkov, Andrei V. [1 ]
Stoncius, Sigitas [1 ]
Kocovsky, Pavel [1 ]
机构
[1] Univ Glasgow, Dept Chem, WestChem, Glasgow G12 8QQ, Lanark, Scotland
基金
英国工程与自然科学研究理事会;
关键词
amination; asymmetric synthesis; aziridines; organocatalysis; reduction;
D O I
10.1002/anie.200700165
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) One-sided triangles: A simple protocol has been developed for the synthesis of highly useful single enantiomers of 1,2-diarylaziridines. The method involves conversion of the readily available α-chloroacetophenones into the corresponding imines, followed by an enantioselective reduction with Cl3SiH catalyzed by the L-valine-derived formamide L* and ring closure to give the desired aziridines (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3722 / 3724
页数:3
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