Issue 41, 2010
From the journal:

Chemical Communications

Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet–Spengler-type cyclization sequence†

Anass Znabet,a   Job Zonneveld,a   Elwin Janssen,a   Frans J. J. De Kanter,a   Madeleine Helliwell,b   Nicholas J. Turner,c   Eelco Ruijter*a  and  Romano V. A. Orru*a  

* Corresponding authors

a Department of Chemistry & Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands
E-mail: rva.orru@few.vu.nl, e.ruijter@few.vu.nl
Fax: +31 20 59 87488
Tel: +31 20 59 87462

b School of Chemistry, University of Manchester, Brunswick Street, Manchester, UK

c School of Chemistry, University of Manchester, Manchester Inter-disciplinary Biocentre, 131 Princess Street, Manchester

Abstract

We have combined the biocatalytic desymmetrization of 3,4-cis-substituted meso-pyrrolidines with an Ugi-type multicomponent reaction followed in situ by a Pictet–Spengler-type cyclization reaction sequence for the rapid asymmetric synthesis of alkaloid-like polycyclic compounds.

Graphical abstract: Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet–Spengler-type cyclization sequence

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Article information

DOI
https://doi.org/10.1039/C0CC02938F
Article type
Communication
Submitted
31 Jul 2010
Accepted
07 Sep 2010
First published
27 Sep 2010

Chem. Commun., 2010,46, 7706-7708

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Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet–Spengler-type cyclization sequence

A. Znabet, J. Zonneveld, E. Janssen, F. J. J. De Kanter, M. Helliwell, N. J. Turner, E. Ruijter and R. V. A. Orru, Chem. Commun., 2010, 46, 7706 DOI: 10.1039/C0CC02938F

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