54502-24-8Relevant articles and documents
SELECTIVE REDUCTION OF ALKYNES TO CIS-ALKENES BY HYDROMETALLATION USING 6
Daeuble, John F.,McGettigan, Colleen,Stryker, Jeffrey M.
, p. 2397 - 2400 (1990)
Selective reduction of alkynes to the corresponding alkenes is reported using the stable, readily prepared copper(I) hydride reagent, 6.Terminal alkynes are reduced at room temperature, unactivated internal alkynes react only at elevated temperature.Disubstituted alkynes with propargyl activation are also reduced, giving cis-olefins selectively.Protection of propargylic alcohol functionality is unnecessary, although fragmentation is sometimes competitive in sterically hindered cases.A tertiary propargyl acetate gave displacement to the allene exclusively.