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Keywords:

  • asymmetric catalysis;
  • cycloaddition;
  • enynes;
  • ketones;
  • rhodium
Thumbnail image of graphical abstract

Two quaternary carbon centers are created in the title reaction to form fused dihydropyrans (see scheme). The same catalyst promotes the ortho functionalization of aryl ketones with 1,6-enynes with excellent regio- and enantioselectivity. Z=amide, C(CO2Me)2, O; E=CO2Et, Ac; R1=Me, aryl, CO2Me; R2=Me; R3=Me, CO2Et.