Highly trans-stereoselective synthesis of bicyclic isoxazolidines via copper-catalyzed triple cascade catalysis.

نویسندگان

  • Hu Chen
  • Zhaofeng Wang
  • Yingnan Zhang
  • Yong Huang
چکیده

A triple cascade was developed using a simple copper catalyst to trans-selectively access bicyclic isoxazolidines in a one-pot synthesis. This strategy features the in situ generation of nitrones and subsequent trapping by [3 + 2] cycloaddition. In this method, copper serves three catalytic functions: as a Lewis acid for the ene reaction, as an organometallic for aerobic oxidation, and as a Lewis acid for an endo-selective [3 + 2] cycloaddition. The successful merging of aerobic oxidation and Lewis acid catalysis demonstrated efficient cascade synergy.

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عنوان ژورنال:
  • The Journal of organic chemistry

دوره 78 7  شماره 

صفحات  -

تاریخ انتشار 2013