Mild lanthanide(III) catalyzed formation of 4,5-diaminocyclopent-2-enones from 2-furaldehyde and secondary amines: a domino condensation/ring-opening/electrocyclization process.

نویسندگان

  • Sze-Wan Li
  • Robert A Batey
چکیده

Lewis acid catalyzed reaction of 2-furaldehyde and secondary amines results in the formation of 4,5-diaminocyclopent-2-enones exclusively as the trans diastereomers: computational studies support the stereochemistry of the adducts as arising from a thermal conrotatory pi4a electrocyclization of an initial ring-opened intermediate (a deprotonated Stenhouse salt).

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عنوان ژورنال:
  • Chemical communications

دوره 36  شماره 

صفحات  -

تاریخ انتشار 2007