Issue 39, 2013
From the journal:

Chemical Communications

Hydrometallation-asymmetric conjugate addition: application to complex molecule synthesis†‡

Rebecca M. Maksymowicz,a   Philippe M. C. Roth,a   Amber L. Thompson§a  and  Stephen P. Fletcher*a  

* Corresponding authors

a Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK
E-mail: stephen.fletcher@chem.ox.ac.uk
Tel: +44 (0)18652 75642

Abstract

Copper catalysis allows alkyl zirconium species, generated in situ from alkenes, to undergo conjugate addition reactions. A hydrometallation-catalytic asymmetric 1,4-addition was used to synthesize either enantiomer of a natural product in one step from commercially available materials. Hydrometallation-addition sequences applied to steroids containing a cross-conjugated dienone or 1,6-acceptor give highly functionalized products.

Graphical abstract: Hydrometallation-asymmetric conjugate addition: application to complex molecule synthesis

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Article information

DOI
https://doi.org/10.1039/C2CC37155C
Article type
Communication
Submitted
01 Here 2012
Accepted
19 Du 2012
First published
20 Du 2012

Chem. Commun., 2013,49, 4211-4213

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Hydrometallation-asymmetric conjugate addition: application to complex molecule synthesis

R. M. Maksymowicz, P. M. C. Roth, A. L. Thompson and S. P. Fletcher, Chem. Commun., 2013, 49, 4211 DOI: 10.1039/C2CC37155C

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