4.8 Article

Dual Gold-Catalyzed Cycloaromatization of Unconjugated (E)-Enediynes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 7, Pages 2114-2119

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201810794

Keywords

cycloaromatization; dual-gold catalysis; enediynes; isoindolinones

Funding

  1. University of Wollongong
  2. Australian Research Council [DP180101332]

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A synthesis of unconjugated (E)-enediynes from allenyl amino alcohols is reported and their gold-catalyzed cascade cycloaromatization to a broad range of enantioenriched substituted isoindolinones has been developed. Experimental and computational studies support the reaction proceeding via a dual-gold sigma,-activation mode, involving a key gold-vinylidene- and allenyl-gold-containing intermediate.

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