Issue 2, 2007
From the journal:

Organic & Biomolecular Chemistry

Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution†

Robert M. Haak,a   Chiara Tarabiono,b   Dick B. Janssen,b   Adriaan J. Minnaard,*a   Johannes G. de Vries*ac  and  Ben L. Feringa*a  

* Corresponding authors

a Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, Groningen, The Netherlands
E-mail: B.L.Feringa@rug.nl
Fax: +31 50 363 4296
Tel: +31 50 363 4235

b Department of Biochemistry, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, Groningen, The Netherlands

c DSM Research, LS-ACS & D, P.O. Box 18, Geleen, MD, The Netherlands

Abstract

3-Alkenyl and heteroaryl chloroalcohols have been obtained in excellent enantiomeric excess (>99%) by enzymatic kinetic resolution using the haloalcohol dehalogenase HheC. Yields were close to the theoretical maximum for all substrates employed. Furthermore, the applicability of this methodology on multigram scale has been established.

Graphical abstract: Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution

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Article information

DOI
https://doi.org/10.1039/B613937J
Article type
Paper
Submitted
26 Sep 2006
Accepted
02 Nov 2006
First published
11 Dec 2006

Org. Biomol. Chem., 2007,5, 318-323

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Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution

R. M. Haak, C. Tarabiono, D. B. Janssen, A. J. Minnaard, J. G. de Vries and B. L. Feringa, Org. Biomol. Chem., 2007, 5, 318 DOI: 10.1039/B613937J

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