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.
Lamphiza O NajiarBedadyuti Vedvyas PatiGopal Krushna Das AdhikariTanmayee NandaPonneri Chandrababu RavikumarPublished in: Organic letters (2024)
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.
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