Tandem Homologation-Acylation Chemistry: Single and Double Homologation.

ABSTRACT: Treatment of β-dicarbonyls with the Furakawa-variant of the Simmons-Smith reagent results in homologation and production of an intermediate zinc enolate. Treatment of the enolate with various acylating agents generate products with both γ-dicarbonyl functionality and β-dicarbonyl functionality. In situ exposure of the acylated product to additional zinc carbenoid effects a second regiospecific homologation reaction.

SUBMITTER: Henderson CS 

PROVIDER: S-EPMC8372754 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature