Radical Cyclization of Alkene-Tethered Ketones Initiated by Hydrogen-Atom Transfer.

Mar SaladrigasCaroline BoschGisela V SaboritJosep Bonjoch Ben Bradshaw

Published in: Angewandte Chemie (International ed. in English) (2017)

An unprecedented C-C coupling reaction between alkenes and ketones by hydrogen-atom transfer, using Fe(acac)3 and PhSiH3 in EtOH, is described. This mild protocol features high site selectivity and allows the construction of sterically congested structures containing tertiary alcohols and quaternary centers. The overall process introduces a novel strategic bond disconnection for ring-closing reactions.

Keyphrases

electron transfer
visible light
randomized controlled trial
molecular dynamics
structural basis
aqueous solution
ionic liquid