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Optically active N-alkyl aziridines via stereospecific reductive cyclization of α-mesylated acetamides†
Duanshuai Tian,Henian Peng,Ziyue Liu,Wenjun Tang
Organic Chemistry Frontiers Pub Date : 08/16/2018 00:00:00 , DOI:10.1039/C8QO00774H
Abstract

An efficient method for the synthesis of optically active N-alkyl aziridines has been realized for the first time by stereospecific reductive cyclization of optically active α-mesylated acetamides. A series of optically active N-alkyl aziridines are prepared in moderate to good yields and excellent ees. The employment of (9-BBN)2 as the reagent is crucial for the success of the transformation.

Graphical abstract: Optically active N-alkyl aziridines via stereospecific reductive cyclization of α-mesylated acetamides
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