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Keywords:

  • alkynes;
  • allenes;
  • C[BOND]C coupling;
  • cyclization;
  • nickel
Thumbnail image of graphical abstract

Come on allene, taloo-rye-aye! The first examples of nickel-catalyzed enoate/chiral allene cyclization reactions are reported. In the coupling process employing dimethylzinc, densely functionalized pyrrolidines are obtained with stereoselective installation of the C3 and C4 chiral centers and the diene functionality at C4. The process provides rapid access to an advanced intermediate towards the synthesis of domoic acid (see graphic).