Catalytic Enantioselective Hosomi–Sakurai Conjugate Allylation of Cyclic Unsaturated Ketoesters


  • Support from the NIH (GM-57212) is gratefully acknowledged. We thank the Hoveyda group for use of their chiral GLC and HPLC. We also thank Prof. James Morken for helpful discussions.


original image

No fancy catalyst required: The copper-catalyzed enantioselective conjugate allylation of activated cyclic enones affords products in up to >98 % ee. Reactions proceed to high conversion in the presence of commercially available Cu(OTf)2 and bis(oxazoline) ligand 1. The allylated products are useful precursors for the synthesis of chiral building blocks.