Issue 30, 2010
From the journal:

Chemical Communications

Chemoenzymatic asymmetric total synthesis of (S)-Rivastigmine using ω-transaminases†‡

Michael Fuchs,a   Dominik Koszelewski,b   Katharina Tauber,a   Wolfgang Kroutila  and  Kurt Faber*a  

* Corresponding authors

a Department of Chemistry, Organic & Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria
E-mail: Kurt.Faber@Uni-Graz.at
Fax: +43 316-380-9840
Tel: +43 316-380-5332

b Austrian Centre of Industrial Biotechnology, Heinrichstrasse 28, A-8010 Graz, Austria

Abstract

A straightforward, high-yielding, chemoenzymatic total synthesis of enantiopure (S)-Rivastigmine was developed using various ω-transaminases for the asymmetric amination of appropriate acetophenone precursors. Optimisation of the biotransformation allowed scale-up and the total synthesis of (S)-Rivastigmine.

Graphical abstract: Chemoenzymatic asymmetric total synthesis of (S)-Rivastigmine using ω-transaminases

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Article information

DOI
https://doi.org/10.1039/C0CC00585A
Article type
Communication
Submitted
25 Mar 2010
Accepted
26 Apr 2010
First published
11 May 2010

Chem. Commun., 2010,46, 5500-5502

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Chemoenzymatic asymmetric total synthesis of (S)-Rivastigmine using ω-transaminases

M. Fuchs, D. Koszelewski, K. Tauber, W. Kroutil and K. Faber, Chem. Commun., 2010, 46, 5500 DOI: 10.1039/C0CC00585A

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