Issue 4, 2008
From the journal:

Organic & Biomolecular Chemistry

High stereoselectivity in chelation-controlled intermolecular Heck reactions with aryl chlorides, vinyl chlorides and vinyl triflates†

Gopal K. Dattaa  and  Mats Larhed*a  

* Corresponding authors

a Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, BMC, Uppsala, Box 574, Sweden
E-mail: mats@orgfarm.uu.se
Fax: +46 18 4714474
Tel: +46 18 4714667

Abstract

Highly stereoselective chelation-controlled Pd(0)-catalyzed β-arylations and β-vinylations of a five-membered chiral, pyrrolidine-based vinyl ether were achieved using aryl- and vinyl chlorides as substrates, yielding quaternary 2-aryl/vinyl-2-methyl cyclopentanones in 89–96% ee under neutral reaction conditions.

Graphical abstract: High stereoselectivity in chelation-controlled intermolecular Heck reactions with aryl chlorides, vinyl chlorides and vinyl triflates

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Article information

DOI
https://doi.org/10.1039/B719131F
Article type
Communication
Submitted
11 Dec 2007
Accepted
14 Dec 2007
First published
08 Jan 2008

Org. Biomol. Chem., 2008,6, 674-676

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High stereoselectivity in chelation-controlled intermolecular Heck reactions with aryl chlorides, vinyl chlorides and vinyl triflates

G. K. Datta and M. Larhed, Org. Biomol. Chem., 2008, 6, 674 DOI: 10.1039/B719131F

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