4.7 Article

Organocatalytic Multiple Cascade Reactions: A New Strategy for the Construction of Enantioenriched Tetrahydrocarbazoles

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 4, Pages 617-623

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000610

Keywords

cascade reactions; enantioselectivity; organocatalysis; tetrahydrocarbazoles

Funding

  1. National Science Foundation of China [20872043]
  2. Wuhan Municipality [200851430486]

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A novel cascade Friedel-Crafts alkylation/Michael addition/aromatization reaction of 2-vinylindoles with alpha,beta-unsaturated aldehydes has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in up to 97% yield and with excellent stereoselectivities (ee up to >99%, dr up to >99:1).

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