Issue 39, 2013

Hydrometallation-asymmetric conjugate addition: application to complex molecule synthesis

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

Supplementary files

Article information

Article type
Communication
Submitted
01 Here 2012
Accepted
19 Du 2012
First published
20 Du 2012

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

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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