Bond cleavage

Catalysis

Nucleophilic addition

Engineering

Allylic rearrangement

Geotechnical engineering

Cleavage (geology)

Medicinal chemistry

Combinatorial chemistry

Organic chemistry

Nucleophile

Regioselectivity

Fracture (geology)

Cobalt

Chemistry

Organic Letters

A new Co-catalyzed sequential C-C and C-F activation of gem-difluorinated cyclopropanes (gem-FCPs) to form nucleophilic fluoroallylcobalt, followed by addition to aldehydes, is reported. The protocol features the regioselective cleavage of dual chemical bonds of readily available gem-FCPs to prepare easily separable linear (Z)- and (E)-fluorinated homoallylic alcohols with a broad scope. This discovery established a new strategy for the efficient transformation of gem-FCPs as well as the synthesis of challenging fluorinated homoallylic alcohols.

Cobalt-Catalyzed Fluoroallyllation of Carbonyls via C–C Activation of <i>gem</i>-Difluorocyclopropanes

Cobalt-Catalyzed Fluoroallyllation of Carbonyls via C–C Activation of gem-Difluorocyclopropanes