Unexpected C-arylation of a gibberellin: A cautionary note on the radical deoxygenation of homoallylic secondary alcohols

Article abstract of DOI:10.1016/0040-4039(96)00810-6

Aryl 3-O-thionocarbonates (7a-c), upon treatment with tributyltin hydride and a catalytic amount of AIBN in benzene at reflux, do not undergo deoxygenation as expected, but instead afford the 10-arylated bis-γ-lactones (8a-c) in high yields.