Catalytic Asymmetric Synthesis of α‐Arylpyrrolidines and Benzo‐fused Nitrogen Heterocycles

Abstract

Herein, we report apractical two-step synthetic route to a-arylpyrrolidines through Suzuki-Miyaura cross-coupling and enantioselective copper-catalyzed intramolecular hydroamination reactions.T he excellent stereoselectivity and broad scope for the transformation of substrates with pharmaceutically relevant heteroarenes render this method apractical and versatile approach for pyrrolidine synthesis.A dditionally,t his intramolecular hydroamination strategy facilitates the asymmetric synthesis of tetrahydroisoquinolines and medium-ring dibenzo-fused nitrogen heterocycles.

Medicinal chemistry perspectives of 1,2,3,4-tetrahydroisoquinoline analogs – biological activities and SAR studies

“…Dai and co-workers reported an enantioselective copper-catalyzed intramolecular hydroamination reaction for the preparation of THIQ analog ( Scheme 22 ). 33 The amino alkene 115 was converted to enantiomerically pure compound 117 with the aid of Cu(OAc) 2 and a chiral catalyst ( R , R )-Ph-BPE 116.…”