4.8 Article

Catalytic Enantioselective Aza-Piancatelli Rearrangement

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 48, Pages 15125-15128

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201607714

Keywords

asymmetric catalysis; carbocycles; cyclization; organocatalysis; rearrangements

Funding

  1. Hong Kong RGC [GRF604513, 16304115, ECS605812, M-HKUST607/12]
  2. Shenzhen STIC [JCYJ20160229205441091]

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An efficient organocatalytic enantioselective aza-Piancatelli rearrangement is disclosed. The powerful process provides rapid access to valuable chiral 4-amino-2-cyclo-pentenone building blocks from readily available 2-furfuryl-carbinols with excellent chemo-, enantio-, and diastereoselectivities under mild reaction conditions.

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