A stereoconvergent nickel-catalyzed cross-electrophile coupling to afford mono- and di-substituted cyclopropanes will be presented. This intramolecular reaction utilizes 1,3-diol derivates in order to forge previously hard-to-access cyclopropane products, including enantioenriched variants without vestigial directing groups. The mechanism of this reaction will be discussed. Finally, a stereoselective nickel catalyzed cross-electrophile coupling between benzylic ethers and difluoromethyl groups to afford <i>cis-</i>fluorocyclopropanes will be shown. This reaction is unique in that it activates fluoride as a leaving group in order to obtain hard-to-access and medicinally relevant fluorocyclopropanes.

Nickel-catalyzed cross-electrophile coupling reactions as approaches to cyclopropane synthesis

ACS Spring Meeting 2021

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.