Issue 18, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
27 7月 2018
Accepted
16 8月 2018
First published
16 8月 2018

Org. Chem. Front., 2018,5, 2723-2727

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

D. Tian, H. Peng, Z. Liu and W. Tang, Org. Chem. Front., 2018, 5, 2723 DOI: 10.1039/C8QO00774H

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