Issue 85, 2015

Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push–pull 1,3-dienes

Abstract

A geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes has been developed. The reaction proceeds with α,β-coupling regioselectivity to give push–pull Z,E-1,3-dienes in good yields. The product showed valuable utility in Sakurai homoallylation with acetals to generate α-substituted-γ-keto esters with good anti-selectivity.

Graphical abstract: Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push–pull 1,3-dienes

Supplementary files

Article information

Article type
Communication
Submitted
01 Aug 2015
Accepted
28 Aug 2015
First published
28 Aug 2015

Chem. Commun., 2015,51, 15546-15549

Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push–pull 1,3-dienes

L. Li, Y. Chu, L. Gao and Z. Song, Chem. Commun., 2015, 51, 15546 DOI: 10.1039/C5CC06448A

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