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Keywords:

  • allenoates;
  • asymmetric synthesis;
  • cycloaddition;
  • nitrogen heterocycles;
  • organocatalysis
Thumbnail image of graphical abstract

Mix and go: The quinidine amide 1 catalyzed [2+2] cycloaddition between N-sulfonylimines 2 and alkyl 2,3-butadienoates 3 afforded the R-configured azetidines 4 in excellent yields and enantioselectivities (M.S.=molecular sieve). The S enantiomer was obtained when a quinine amide catalyst, the pseudoenantiomer of 1, was used.