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Keywords:

  • asymmetric synthesis;
  • hypervalent compounds;
  • iodine;
  • lactones;
  • oxidation
Thumbnail image of graphical abstract

It's the hype: The asymmetric synthesis of 3-alkyl-4-oxyisochroman-1-one is achieved by oxylactonization of ortho-alk-1-enylbenzoate with a series of optically active hypervalent iodine(III) reagents prepared from lactate or valine as a chiral source (see scheme). The oxylactonization is highly regio-, diastereo-, and enantioselective.