Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes

Abstract

Azonaphthalenes have been verified as a class of effective arylation reagents in a variety of asymmetric transformations. Here a highly efficient approach to construct triaryl-substituted all-carbon quaternary stereocenters through chiral...

Primary activation ofpara-quinone methides by chiral phosphoric acid for enantioselective construction of tetraarylmethanes

“…1 Recently, they have been demonstrated to be particularly powerful in asymmetric synthesis, 2 especially for the construction of quaternary stereogenic centers. 3 Their strong tendency for aromatization permits the catalytic asymmetric 1,6-conjugate nucleophilic addition to the remote methide position, enabling rapid construction of a range of a benzylic stereogenic centers. 4,5 While a range of catalytic asymmetric systems have been reported for these reactions, many of them required the presynthesis of those generally unstable QMs and thus limited the utility of such reactions.…”