Issue 14, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
24 Jan 2017
Accepted
15 Feb 2017
First published
14 Mar 2017

Org. Biomol. Chem., 2017,15, 2953-2961

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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