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Issue 19, 2013
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Enantioselective formal synthesis of ent-rhynchophylline and ent-isorhynchophylline

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Abstract

Starting from (S)-tryptophanol, a formal synthesis of ent-rhynchophylline and ent-isorhynchophylline, involving stereoselective cyclocondensation, spirocyclization, and alkylation reactions, and the final adjustment of the oxidation level at the oxindole and piperidine moieties, is reported.

Graphical abstract: Enantioselective formal synthesis of ent-rhynchophylline and ent-isorhynchophylline

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Publication details

The article was received on 27 Nov 2012, accepted on 18 Dec 2012 and first published on 19 Dec 2012


Article type: Communication
DOI: 10.1039/C2CC38540F
Citation: Chem. Commun., 2013,49, 1954-1956
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    Enantioselective formal synthesis of ent-rhynchophylline and ent-isorhynchophylline

    M. Amat, C. Ramos, M. Pérez, E. Molins, P. Florindo, M. M. M. Santos and J. Bosch, Chem. Commun., 2013, 49, 1954
    DOI: 10.1039/C2CC38540F

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