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Enantioselective and Regiodivergent Gold and Chiral Brønsted Acid Catalyzed Cycloisomerization/Diels-Alder Reaction of 1,10-Dien-4-yn-3-yl Acetates: Synthesis of Norbornene-Embedded Tricarbocycles.

Andrés Felipe León RojasYing Yan ChongSara Helen KyneBo XiaPhilip Wai Hong Chan
Published in: Organic letters (2024)
A synthetic method for the enantioselective and regiodivergent synthesis of hexahydro-2 H -2,4a-methanonaphthalen-4-yl and octahydro-2,4-methanoazulen-1-yl esters that relies on the gold(I)- and chiral Brønsted acid-catalyzed cycloisomerization/Diels-Alder (CDA) reaction of ( E )-1,10-dien-4-yn-3-yl acetates is described.
Keyphrases
  • room temperature
  • ionic liquid
  • capillary electrophoresis