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Issue 8, 2015
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Synthesis of 1- and 4-substituted piperazin-2-ones via Jocic-type reactions with N-substituted diamines

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Abstract

Enantiomerically-enriched trichloromethyl-containing alcohols, obtained by asymmetric reduction, can be transformed regioselectively into 1-substituted piperazinones by modified Jocic reactions with little or no loss of stereochemical integrity. This methodology can be easily used to synthesise important pharmaceutical compounds such as the fluorobenzyl intermediate of a known PGGTase-I inhibitor.

Graphical abstract: Synthesis of 1- and 4-substituted piperazin-2-ones via Jocic-type reactions with N-substituted diamines

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Publication details

The article was received on 30 Oct 2014, accepted on 16 Dec 2014 and first published on 16 Dec 2014


Article type: Paper
DOI: 10.1039/C4OB02311K
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Citation: Org. Biomol. Chem., 2015,13, 2360-2365
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    Synthesis of 1- and 4-substituted piperazin-2-ones via Jocic-type reactions with N-substituted diamines

    M. S. Perryman, M. W. M. Earl, S. Greatorex, G. J. Clarkson and D. J. Fox, Org. Biomol. Chem., 2015, 13, 2360
    DOI: 10.1039/C4OB02311K

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