Diastereoselective and enantioselective photoredox pinacol coupling promoted by titanium complexes with a red-absorbing organic dye
Francesco Calogero, Giandomenico Magagnano, Simone Potenti, F Pasca, Andrea Fermi, Andrea Gualandi, Paola Ceroni, Giacomo Bergamini, Pier Giorgio Cozzi
Abstract
) diastereoisomer as the favored product of the pinacol coupling (d.r. > 20 : 1 in most of the cases). Moreover, employing a simply prepared chiral SalenTi complex, the new photoredox reaction gave a complete diastereoselection for the d,l diastereoisomer, and high enantiocontrol (up to 92% of enantiomeric excess).
Topics & Concepts
PinacolKetylChemistryRadicalPhotoredox catalysisPhotochemistryDiastereomerOrganic synthesisEnantioselective synthesisEnantiomerCoupling reactionCombinatorial chemistryOrganic chemistryPhotocatalysisCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques