title: Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines.
abstract: Dirhodium tetrakis(S-(N-dodecylbenzenesulfonyl)prolinate) (Rh(2)(S-DOSP)(4)) catalyzed decomposition of methyl aryldiazoacetates in the presence of 2-substituted pyrrolidines results in highly diastereoselective and enantioselective C-H insertions. These reactions can proceed with impressive levels of double stereodifferentiation and kinetic resolution, which allows for three stereocenters to be controlled during the C-H insertion step.
authors.affiliation: Department of Chemistry, The State University of New York at Buffalo, Buffalo, NY 14260-3000, USA. hdavies@acsu.buffalo.edu
authors.forename: H M
authors.initials: HM
authors.lastname: Davies
authors.forename: C
authors.initials: C
authors.lastname: Venkataramani
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D007700:Kinetics; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011759:Pyrrolidines