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Asymmetric C(sp3)-H/C(Ar) coupling reactions. Highly enantio-enriched indolines via regiodivergent reaction of a racemic mixture

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Published in Chemical Science. 2012, vol. 3, no. 5, p. 1422-1425
Abstract N-Aryl, N-branched alkyl carbamates react with in situ generated chiral Pd-NHC catalysts 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.
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Other version: http://xlink.rsc.org/?DOI=c2sc20111a
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KATAYEV, Dmitry et al. Asymmetric C(sp3)-H/C(Ar) coupling reactions. Highly enantio-enriched indolines via regiodivergent reaction of a racemic mixture. In: Chemical Science, 2012, vol. 3, n° 5, p. 1422-1425. https://archive-ouverte.unige.ch/unige:19404

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Deposited on : 2012-04-16

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