Ruthenium-Catalyzed Alkylation of Cyclopropanols with Sulfoxonium Ylides via C–C Bond Cleavage: Formation of Diverse 1,5-Diketones

Abstract

A novel ruthenium-catalyzed alkylation of cyclopropanols with sulfoxonium ylides has been developed that affords diverse 1,5-diketones with good efficiency and broad substrate scope. To illustrate the synthetic applications of the obtained 1,5-diketones, aldol and cyclization reactions have been investigated. Preliminary mechanistic studies suggest that this process involves a sequential C–C activation and carbene migratory insertion.

Key words

sulfoxonium ylides - carbenes - cyclopropanols - C−C functionalization - 1,5-diketones

Publication History

Received: 08 July 2021

Accepted after revision: 16 August 2021

Accepted Manuscript online:
16 August 2021

Article published online:
18 October 2021

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