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Issue 24, 2010
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Synthesis of oxygen heterocycles by regioselective Heck reaction

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Abstract

The regioselective Heck arylation of unsaturated alcohols is utilized as the key step in a convenient one-pot procedure for the production of 2,2-disubstituted tetrahydrofurans and tetrahydropyrans. The arylation reaction is effected with a palladium-diphosphine catalyst alongside a hydrogen bond donor; this is followed by the introduction of a Brønsted acid to the reaction mixture, affording the oxygen heterocycles in moderate yields.

Graphical abstract: Synthesis of oxygen heterocycles by regioselective Heck reaction

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Article information


Submitted
28 Jul 2010
Accepted
03 Sep 2010
First published
07 Oct 2010

Org. Biomol. Chem., 2010,8, 5614-5619
Article type
Paper

Synthesis of oxygen heterocycles by regioselective Heck reaction

M. McConville, J. Ruan, J. Blacker and J. Xiao, Org. Biomol. Chem., 2010, 8, 5614
DOI: 10.1039/C0OB00508H

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