Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters

Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))-C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by a wide scope including natural products and drug molecule derivatives as well as adaptability to radiofluorination.

Automated summary

The new method described in this study involves the construction of fluorinated tertiary stereocenters through the cleavage of alkene C(sp(2))-C(sp(2)) bonds. This Rh-catalyzed carbyne transfer allows for a branched-selective fluorination of tertiary allyl cations, with a wide scope that includes natural products, drug molecule derivatives, and radiofluorination.