109. Kinetic Resolution and Double Stereodifferentiation in Catalytic Asymmetric C−H Activation of 2-Substituted Pyrrolidines

Authors: Huw M. L. Davies and Chandrasekar Venkataramani

Org. Lett.,

2001, 3 (11), 1773–1775


Dirhodium tetrakis(S-(N-dodecylbenzenesulfonyl)prolinate) (Rh2(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.

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