Issue 8, 2012

Palladium-catalyzed synthesis of terminal acetalsvia highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes

Abstract

A palladium-catalyzed reaction of vinylarenes, allyl ethers, and 1,5-dienes with pinacol proceeded via a selective anti-Markovnikov nucleophilic attack to afford corresponding terminal acetals as major products. The bulkiness of pinacol was found to be critical in controlling the regioselectivity.

Graphical abstract: Palladium-catalyzed synthesis of terminal acetalsvia highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes

Supplementary files

Article information

Article type
Communication
Submitted
21 Oct 2011
Accepted
23 Nov 2011
First published
24 Nov 2011

Chem. Commun., 2012,48, 1165-1167

Palladium-catalyzed synthesis of terminal acetalsvia highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes

M. Yamamoto, S. Nakaoka, Y. Ura and Y. Kataoka, Chem. Commun., 2012, 48, 1165 DOI: 10.1039/C2CC16561A

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