Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines.
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.
Davies
H M
HM
Department of Chemistry, The State University of New York at Buffalo, Buffalo, NY 14260-3000, USA. hdavies@acsu.buffalo.edu
Venkataramani
C
C
D002384:Catalysis; D018360:Crystallography, X-Ray; D007700:Kinetics; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011759:Pyrrolidines