Direct α-C–H Alkylation of Structurally Diverse Alcohols via Combined Tavaborole and Photoredox Catalysis
Tianyi Sun, Ruyi Jin, Yan Yang, Yuqi Jia, Shuxu Hu, Yanqi Jin, Qin Wang, Ziyu Li, Yifan Zhang, Jiming Wu, Yuxin Jiang, Xiaoqing Lv, Shihui Liu
Abstract
Herein, we report a method that uses antifungal tavaborole as a co-catalyst for direct α-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.
Topics & Concepts
ChemistryAlkylationCatalysisPhotoredox catalysisCombinatorial chemistryFunctional groupOrganic chemistrySurface modificationAntifungalGlycosylPhotocatalysisPhysical chemistryDermatologyMedicinePolymerCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions