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Issue 15, 2018
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Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates

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Abstract

The reduction of C(6)-acyl bicyclic tetramic acids has been achieved with complete diastereoselectivity via catalytic hydrogenation using PtO2. The resulting pyroglutamates had potent antibacterial and anticancer properties and will allow the preparation of simple mimics of pyroglutamate-containing natural products.

Graphical abstract: Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates

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Publication details

The article was received on 22 Jan 2018, accepted on 19 Mar 2018 and first published on 19 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00187A
Citation: Org. Biomol. Chem., 2018,16, 2705-2710
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    Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates

    L. Josa-Culleré, K. E. Christensen and M. G. Moloney, Org. Biomol. Chem., 2018, 16, 2705
    DOI: 10.1039/C8OB00187A

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