Ni-catalyzed C(sp3)–C(sp3) cross-coupling to access γ-carbonyl alkylboronates and alkylsilicons enabled by cyclopropanol-derived homoenolates

Abstract

A nickel-catalyzed C(sp³)–C(sp³) ring-opening cross-coupling reaction of cyclopropanols with α-boryl and α-silyl electrophiles is presented, offering an efficient route to access γ-carbonyl alkylboronates and alkylsilicons under mild conditions. The practical applicability of this method is illustrated by the gram-scale synthesis and various transformations of alkylboronates.