Base-Catalyzed Domino Cyclization of Acetylenes with
Ketones to Functionalized Cyclopentenes
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Abstract
Acetylene reacts with methylaryl(hetaryl)ketones
in the presence
of 6.5 mol % KOH in DMSO to give diastereoselectively in single operationally
functionalized cyclopentenes. This domino cyclization involving two
molecules of acetylene and two molecules of ketone proceeds with the
formation of four C–C bonds. The complementary assembly of
the cyclopentenes with similar functionalities from acetylenes and
1,5-diketones has been developed
