
Advanced Synthesis and Catalysis p. 1301 - 1306 (2019)
Update date:2022-09-26
Topics:
Rao, Santhosh
Kapanaiah, Raja
Prabhu, Kandikere Ramaiah
Tris(pentafluorophenyl)borane-catalyzed CC bond functionalization of arylallyl alcohols using donor-acceptor carbenes is presented. The allylic hydroxyl group is found to assist the product formation by neighboring group participation providing a clue towards mechanistic understanding. This method can also be employed to effect homologation of allyl alcohols to homoallyl alcohols. Overall, this metal-free transformation presents a novel disconnection strategy towards carbon-carbon bond scission and formation.
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