Copper-catalyzed Markovnikov hydroboration of aliphatic terminal alkenes using carbonyl as a weak directing group

Abstract

Herein, we reported a copper-catalyzed carbonyl-assisted hydroboration of terminal aliphatic alkenes with Markovnikov regioselectivity, employing easily available and stable B₂Pin₂ as the boron source. This reaction proceeded smoothly with exclusive Markovnikov regioselectivity and provided facile access to a series of branched secondary alkyl boronic esters in moderate to excellent yields. The hydrogen source stemmed from the solvent, which was illustrated by the deuterium experiments.