Organic & Biomolecular Chemistry
Synthesis of oxygen heterocycles by regioselective Heck reaction
Matthew McConville,a Jiwu Ruan,a John Blackerb and Jianliang Xiao*a
a Liverpool Centre for Materials and Catalysis, Department of Chemistry, University of Liverpool, Liverpool, U.K.
E-mail: j.xiao@liv.ac.uk
b School of Chemistry and Institute of Process Research and Development, University of Leeds, Leeds, UK
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.
https://doi.org/10.1039/C0OB00508H
Org. Biomol. Chem., 2010,8, 5614-5619
M. McConville, J. Ruan, J. Blacker and J. Xiao, Org. Biomol. Chem., 2010, 8, 5614 DOI: 10.1039/C0OB00508H
Matthew McConville
Jiwu Ruan
John Blacker
Jianliang Xiao