Direct alpha-C-H Alkylation of Structurally Diverse Alcohols via Combined Tavaborole and Photoredox Catalysis

Herein, we report a method that uses antifungal tavaborole as a co-catalyst for direct alpha-C-H alkylation of structurally diverse alcohols through photoredox catalysis. The protocol features mild conditions, remarkable scope, and wide functional group tolerance, which allows for the construction of a wide array of highly functionalized alcohols, including homoserine derivatives and C-glycosyl amino acids. We also demonstrate the synthetic applications of this methodology to the late-stage functionalization of pharmaceuticals and natural products.