Section 57
Chapter 56,081

Synthesis of oxygen heterocycles by regioselective Heck reaction

McConville, M.; Ruan, J.; Blacker, J.; Xiao, J.

Organic and Biomolecular Chemistry 8(24): 5614-5619


ISSN/ISBN: 1477-0539
PMID: 20927481
DOI: 10.1039/c0ob00508h
Accession: 056080854

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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.

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