Sc(OTf)3-mediated 1,3-dipolar cycloaddition-ring cleavage-rearrangement: a highly stereoselective access to Z-β-enaminonitriles.

نویسندگان

  • Ying-chun Wang
  • Yu-yang Xie
  • Xian-chun Tan
  • Heng-shan Wang
  • Ying-ming Pan
چکیده

A novel and highly stereoselective synthesis of Z-β-enaminonitriles from azides and α,β-unsaturated nitriles is reported. The reaction proceeds via a 1,3-dipolar cycloaddition-ring cleavage-rearrangement cascade mediated by a catalytic amount of Sc(OTf)3. A plausible reaction mechanism for this process is depicted.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 2  شماره 

صفحات  -

تاریخ انتشار 2015