Issue 69, 2013

Pd-catalyzed addition of boronic acids to ynolethers: a highly regio- and stereoselective synthesis of trisubstituted vinyl ethers

Abstract

A Pd-catalyzed addition of boronic acids to ynol ethers has been realized, delivering trisubstituted vinyl ethers in good yields with perfect control of the regio- and stereoselectivity. The reaction proceeds under mild conditions and exhibits excellent functional group compatibility. Moreover, the resultant products can be converted into pentasubstituted benzenes via the tandem Diels–Alder/aromatization reaction.

Graphical abstract: Pd-catalyzed addition of boronic acids to ynol ethers: a highly regio- and stereoselective synthesis of trisubstituted vinyl ethers

Supplementary files

Article information

Article type
Communication
Submitted
20 May 2013
Accepted
02 Jul 2013
First published
02 Jul 2013

Chem. Commun., 2013,49, 7650-7652

Pd-catalyzed addition of boronic acids to ynol ethers: a highly regio- and stereoselective synthesis of trisubstituted vinyl ethers

Y. Bai, J. Yin, W. Kong, M. Mao and G. Zhu, Chem. Commun., 2013, 49, 7650 DOI: 10.1039/C3CC43793K

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