Regio- and Stereoselective Homocoupling of γ-Arylated tert-Propargyl Alcohols with Liberation of a Ketone Molecule and Successive Cyclization To Produce Fluorescent Dihydrofuran Derivatives

摘要

We have shown a new, efficient catalytic alkyne coupling; 1,1-disubstituted 3-aryl-2-propyn-1-ols undergo unique homocoupling with liberation of a ketone through β-carbon elimination to give 2-hydroxymethyl-(E)-enynes. The products are useful precursors of dihydrofuran derivatives that exhibit intense fluorescence in the solid state.