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Issue 41, 2011
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Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)–H activation/cyclisation

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Abstract

The first example of the enantioselective methyl C–H activation by an intramolecular ArPdX species and subsequent cyclisation was developed. Palladium catalysts using commercially available chiral diphosphines yield good ee's (up to 93% ee) in the synthesis of 2-methyl indolines from 2-halo N-isopropyl anilides. This approach was also employed for the synthesis of enantioenriched cyclohexyl fused indolines with moderate enantioselectivities.

Graphical abstract: Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)–H activation/cyclisation

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Publication details

The article was received on 16 Jul 2011, accepted on 03 Sep 2011 and first published on 19 Sep 2011


Article type: Communication
DOI: 10.1039/C1CC14292E
Chem. Commun., 2011,47, 11483-11485

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    Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)–H activation/cyclisation

    S. Anas, A. Cordi and H. B. Kagan, Chem. Commun., 2011, 47, 11483
    DOI: 10.1039/C1CC14292E

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