Issue 6, 2010
From the journal:

Chemical Communications

One pot ‘click’ reactions: tandem enantioselective biocatalytic epoxide ring opening and [3+2] azide alkyne cycloaddition†‡

Lachlan S. Campbell-Verduyn,a   Wiktor Szymański,ab   Christiaan P. Postema,b   Rudi A. Dierckx,c   Philip H. Elsinga,*c   Dick B. Janssen*b  and  Ben L. Feringa*a  

* Corresponding authors

a Stratingh Institute for Chemistry, University of Groningen, Groningen, the Netherlands
E-mail: b.l.feringa@rug.nl
Fax: +31 50 363 4278
Tel: +31 50 363 4296

b Biochemical Laboratory, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Groningen, the Netherlands
E-mail: d.b.janssen@rug.nl

c Department of Nuclear Medicine and Molecular Imaging, University Medical Center Groningen, University of Groningen, Groningen, the Netherlands
E-mail: p.h.elsinga@ngmb.umcg.nl
Fax: +31 50 3611687
Tel: +31 50 3613247

Abstract

Halohydrin dehalogenase (HheC) can perform enantioselective azidolysis of aromatic epoxides to 1,2-azido alcohols which are subsequently ligated to alkynes producing chiral hydroxy triazoles in a one-pot procedure with excellent enantiomeric excess.

Graphical abstract: One pot ‘click’ reactions: tandem enantioselective biocatalytic epoxide ring opening and [3+2] azide alkyne cycloaddition

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Article information

DOI
https://doi.org/10.1039/B919434G
Article type
Communication
Submitted
17 Sep 2009
Accepted
03 Des 2009
First published
05 Jan 2010

Chem. Commun., 2010,46, 898-900

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One pot ‘click’ reactions: tandem enantioselective biocatalytic epoxide ring opening and [3+2] azide alkyne cycloaddition

L. S. Campbell-Verduyn, W. Szymański, C. P. Postema, R. A. Dierckx, P. H. Elsinga, D. B. Janssen and B. L. Feringa, Chem. Commun., 2010, 46, 898 DOI: 10.1039/B919434G

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