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Scientific article
English

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

Published inChemical science, vol. 3, no. 5, p. 1422-1425
Publication date2012
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.

Citation (ISO format)
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. doi: 10.1039/c2sc20111a
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ISSN of the journal2041-6520
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Creation04/03/2012 5:12:00 PM
First validation04/03/2012 5:12:00 PM
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