Direct cyclopropanation of activated N-heteroarenes <i>via</i> site- and stereoselective dearomative reactions
Jiyoun Lee, Donguk Ko, Hyun-Ju Park, Eun Jeong Yoo
Abstract
the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synthetic route to optically enriched cyclopropane-fused heterocycles was developed using sulfur ylides as chiral nucleophiles in the 1,4-dearomative reaction.
Topics & Concepts
CyclopropanationStereoselectivityChemistryMedicinal chemistryCombinatorial chemistryStereochemistryCatalysisOrganic chemistryCyclopropane Reaction MechanismsCatalytic Cross-Coupling ReactionsAsymmetric Synthesis and Catalysis