Borylation of Stable C(sp<sup>3</sup>)–O Bonds of Alkyl Esters over Supported Au Catalysts
Masafumi Doi, Hiroki Miura, Tetsuya Shishido
Abstract
We report herein that supported gold catalysts efficiently promote the borylation of stable C(sp 3 )–O bonds of alkyl esters. The use of a disilane as an electron source and gold nanoparticles as a single-electron transfer catalyst is the key to generating alkyl radicals via the homolysis of stable C(sp 3 )–O bonds, thereby enabling cross-coupling between bis(pinacolato)diboron and linear and cyclic alkyl esters to afford the diverse alkyl boronates.
Topics & Concepts
ChemistryBorylationAlkylCatalysisMedicinal chemistryStereochemistryOrganic chemistryArylOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods