N-Heterocyclic carbene (NHC)-catalyzed intermolecular hydroacylation of cyclopropenes.

Bugaut X, Liu F, Glorius F

Abstract

We report the first intermolecular NHC-catalyzed hydroacylation of electron-neutral olefins. Treatment of aromatic aldehydes with cyclopropenes under mild conditions affords valuable acylcyclopropanes in moderate to high yields with an excellent level of diastereocontrol. Preliminary mechanistic studies suggest that product formation occurs via a concerted syn hydroacylation pathway.