Hydroxy Group-Enabled Regio- and Stereoselective Hydroalkylation of Alkynyl Cyclobutanol via Palladium-Catalyzed C–C Bond Activation of Cyclopropanol: A One-Step Access to Vinyl Cyclobutanols

The regio-/stereoselective synthesis of vinyl cyclobutanols
from
alkynyl cyclobutanols is demonstrated. Here, selective C–C
bond activation of the cyclopropyl alcohol ring has been achieved
in the presence of the cyclobutanol ring. The KIE experiments indicated
the noninvolvement of the O–H oxidative addition step in the
rate-determining step. Further, the applicability of these vinyl cyclobutanols
for the synthesis of 1,4-diketones and 1,6-diketone is demonstrated.