Visible-Light Enabled Dehydroxylative Alkylation of α-Hydroxy Carboxylic Acid Derivatives via C-O Bond Cleavage.

Abstract

A novel visible-light photoredox strategy is reported for the efficient dehydroxylative alkylation of a wide array of α-hydroxy carboxylic acid derivatives using diaryl boron radical. The reaction features readily accessible starting materials, broad substrate scope with excellent functionality tolerance. Preliminary mechanistic studies reveal that the spin-center shift process is responsible for the C-O bond activation, which is promoted by the diaryl boron radical generated from bench-stable and commercially available tetraphenyl borate (NaBPh4 ).