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Issue 14, 2017
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Enantioselective synthesis of an octahydroindolizine (indolizidine) alcohol using an enzymatic resolution

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Abstract

A homo-chiral synthesis of (7R,8aS)-octahydro-5,5-dimethylindolizin-7-amine 8 and (7S, 8aS)-octahydro-5,5-dimethylindolizin-7-ol 9, amine building blocks which have found applications within the pharmaceutical industry, is presented. The approach uses a Novozym 435-mediated kinetic resolution of racemic octahydroindolizine (indolizidine) alcohol 13 as a key step (up to 100 g scale).

Graphical abstract: Enantioselective synthesis of an octahydroindolizine (indolizidine) alcohol using an enzymatic resolution

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Publication details

The article was received on 24 Jan 2017, accepted on 15 Feb 2017 and first published on 14 Mar 2017


Article type: Paper
DOI: 10.1039/C7OB00192D
Citation: Org. Biomol. Chem., 2017,15, 2953-2961
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    Enantioselective synthesis of an octahydroindolizine (indolizidine) alcohol using an enzymatic resolution

    J. Zhang, R. Kolluri, S. G. Alvarez, M. M. Irving, R. Singh and M. A. J. Duncton, Org. Biomol. Chem., 2017, 15, 2953
    DOI: 10.1039/C7OB00192D

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