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Issue 32, 2013
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A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon

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Abstract

A highly efficient method for the enantioselective synthesis of 1,4-dienes (skipped dienes) with a methyl-substituted central stereogenic carbon using copper-catalysed asymmetric allylic alkylation of diene bromides was developed. Excellent regio- and enantioselectivity (up to 97 : 3 SN2′/SN2 ratio and 99% ee) were achieved with broad substrate scope.

Graphical abstract: A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon

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Supplementary files

Article information


Submitted
06 Feb 2013
Accepted
05 Mar 2013
First published
06 Mar 2013

Chem. Commun., 2013,49, 3309-3311
Article type
Communication

A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon

Y. Huang, M. Fañanás-Mastral, A. J. Minnaard and B. L. Feringa, Chem. Commun., 2013, 49, 3309 DOI: 10.1039/C3CC41021H

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