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  1. “Asymmetric C(sp3)-H/C(Ar) Coupling Reactions. Highly enantio-enriched Indolines via Regiodivergent Reaction of a Racemic Mixture”
    D. Katayev, M. Nakanishi, T. Buergi, E.P. Kündig,
    Chem. Sci. 2012, 3, 1422-1425.

N-Aryl, N-branched alkyl carbamates react with an in situ generated chiral Pd-NHC catalyst by coupling a Pd-Ar moiety with an aliphatic C-H bond at high temperature to give enantioenriched 2-substituted and 2,3-disubstituted indolines. Prochiral precursors give single products with very high asymmetric induction. Chiral racemic precursors react in a regiodivergent reaction of a racemic mixture to yield enantioenriched indolines resulting from either methyl C-H activation or asymmetric methylene C-H activation. In favorable cases this can result in a complete separation of an enatiomeric mixture into two different highly enantioenriched indolines.

DOI : 10.1039/C2SC20111A 

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