Substrate-Controlled Cyclopropanation Reactions of Glycals with Aryl Diazoacetates

Abstract

Cyclopropanation reactions of d-glucal and d-galactal derivatives with aryldiazoacetates can be conducted in a substrate-controlled, stereoselective fashion using simple Rh(II) catalysts, which is further supported by DFT studies. Following this methodology, sugar-derived, donor-acceptor cyclopropanes can be accessed that allow stereoselective O-glycosylation reactions.