Issue 4, 2010
From the journal:

Organic & Biomolecular Chemistry

Enantioselective desymmetrizing palladium catalyzed carbonylation reactions: the catalytic asymmetric synthesis of quaternary carbon center containing 1,3-dienes†

Simon J. Byrne,b   Anthony J. Fletcher,a   Paul Hebeisenc  and  Michael C. Willis*a  

* Corresponding authors

a Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, UK
E-mail: michael.willis@chem.ox.ac.uk
Fax: +44 1865 285002
Tel: +44 1865 285126

b Department of Chemistry, University of Bath, Bath, UK

c Discovery Chemistry, F. Hoffmann-La Roche Ltd, Pharmaceutical Research Basel, Basel, Switzerland

Abstract

A desymmetrization protocol has been used to develop a palladium catalyzed enantioselective carbonylation process. Achiral cyclic bis-alkenyltriflates are converted to their corresponding monoester derivatives with selectivities of up to 96% ee.

Graphical abstract: Enantioselective desymmetrizing palladium catalyzed carbonylation reactions: the catalytic asymmetric synthesis of quaternary carbon center containing 1,3-dienes

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Article information

DOI
https://doi.org/10.1039/B923186B
Article type
Communication
Submitted
05 Nov 2009
Accepted
03 Dec 2009
First published
21 Dec 2009

Org. Biomol. Chem., 2010,8, 758-760

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Enantioselective desymmetrizing palladium catalyzed carbonylation reactions: the catalytic asymmetric synthesis of quaternary carbon center containing 1,3-dienes

S. J. Byrne, A. J. Fletcher, P. Hebeisen and M. C. Willis, Org. Biomol. Chem., 2010, 8, 758 DOI: 10.1039/B923186B

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