Stereospecific conversion of alcohols into pinacol boronic esters using lithiation–borylation methodology with pinacolborane

Abstract

The synthesis of primary and secondary pinacol boronic esters via lithiation–borylation of carbamates and benzoates with pinacolborane is described. This new protocol enables the highly selective synthesis of enantioenriched and geometrically defined boronic esters that cannot otherwise be accessed by alternative methodologies.