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Keywords:

  • dienol silyl ethers;
  • enantioselectivity;
  • iminium ion catalysis;
  • Michael reaction;
  • organocatalysis
Thumbnail image of graphical abstract

Now also acyclic: The first catalytic, enantioselective, vinylogous Michael reaction of linear, acyclic dienol silyl ethers was achieved. The reaction, based upon the principle of iminium ion catalysis, delivered 1,7-dioxo compounds in one step with good yields, complete regio-, and excellent enantioselectivity. γ-Substituted dienol silyl ethers furnished products with two new stereogenic centers with good diastereoselectivity. Ms=mesityl, PNBA=para-nitrobenzoic acid.