Samarium diiodide/samarium-mediated direct deoxygenative hydroborylation of ketones with hydroborane esters†

Abstract

A direct deoxygenative hydroborylation of ketones with hydroborane ester promoted by a combination of samarium diiodide, samarium and nickel has been developed. In this method, secondary alkyl borate esters are synthesized from unactivated ketones with hydroborane esters in one step. A broad substrate scope and excellent selectivity toward CO cleavage has been demonstrated. This approach represents a general method for the construction of versatile secondary alkyl borate esters from unactivated ketones.