4.8 Article

Dual Catalysis for the Redox Annulation of Nitroalkynes with Indoles: Enantioselective Construction of Indolin-3-ones Bearing Quaternary Stereocenters

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 38, Pages 11205-11208

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201504697

Keywords

asymmetric catalysis; carbenoids; chiral phosphoric acids; gold; indolinones

Funding

  1. National Natural Science Foundation of P. R. China [21372202, 21402175]
  2. New Century Excellent Talents in University [NCET-12-1086]
  3. Zhejiang Natural Science Fund [R14B020005]

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The enantioselective redox annulation of nitro-alkynes with indoles is enabled by gold/chiral phosphoric acid dual catalysis. A range of indolin-3-one derivatives bearing quaternary stereocenters at the C2 position were afforded in good yields and excellent enantioselectivities (up to 96% ee) from readily available starting materials.

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