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Keywords:

  • allylsilanes;
  • asymmetric synthesis;
  • cinnamylation;
  • cross-coupling;
  • homoallylic amines
Thumbnail image of graphical abstract

Cinnamylation-flavored” synthesis: Cross-metathesis (CM) reactions between an allylsilane and vinylarenes enable the rapid generation of various cinnamylsilanes, which may be used in situ for the highly enantioselective, and diastereodivergent, cinnamylation of imines (see example in scheme). Under this new, simple, and efficient protocol, the potential of imine cinnamylation to produce stereochemically and functionally complex products has been more fully realized. Ar=thienyl, Ar′=2-hydroxyphenyl.