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Issue 18, 2018
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Optically active N-alkyl aziridines via stereospecific reductive cyclization of α-mesylated acetamides

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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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Publication details

The article was received on 27 Jul 2018, accepted on 16 Aug 2018 and first published on 16 Aug 2018


Article type: Research Article
DOI: 10.1039/C8QO00774H
Org. Chem. Front., 2018,5, 2723-2727

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    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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