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Keywords:

  • alkenes;
  • asymmetric synthesis;
  • diastereoselectivity;
  • selenium;
  • synthetic methods
Thumbnail image of graphical abstract

High diastereoselectivity is attained in the carboselenenylation reaction of simple alkenes with aromatic compounds by using a C2-symmetric areneselenenyl triflate (see scheme). This asymmetric Friedel–Crafts-type reaction is a convenient procedure for the preparation of chiral hydrocarbons bearing an aryl moiety at the stereogenic carbon atom. Tf=trifluoromethanesulfonyl; M.S.=molecular sieves.