Gold-catalyzed cyclization of allenyl acetal derivatives

نویسندگان

  • Dhananjayan Vasu
  • Samir Kundlik Pawar
  • Rai-Shung Liu
چکیده

The gold-catalyzed transformation of allenyl acetals into 5-alkylidenecyclopent-2-en-1-ones is described. The outcome of our deuterium labeling experiments supports a 1,4-hydride shift of the resulting allyl cationic intermediates because a complete deuterium transfer is observed. We tested the reaction on various acetal substrates bearing a propargyl acetate, giving 4-methoxy-5-alkylidenecyclopent-2-en-1-ones 4 via a degradation of the acetate group at the allyl cation intermediate.

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عنوان ژورنال:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013