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
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.