Formal Asymmetric Organocatalytic [3+2] Cyclization between Enecarbamates and 3-Indolylmethanols: Rapid Access to 3-Aminocyclopenta[b]indoles

作者: Clément Lebée , Antti O. Kataja , Florent Blanchard , Géraldine Masson

DOI: 10.1002/CHEM.201500749

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摘要: A highly enantio- and diastereoselective synthesis of 3-aminocyclopenta[b]indoles has been developed through formal [3+2] cycloaddition reaction enecarbamates 3-indolylmethanols. This transformation is catalyzed by a chiral phosphoric acid that achieves simultaneous activation both partners the cycloaddition. Mechanistic data are also presented suggest occurs stepwise pathway.

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