Platinum(II) Catalyzed Enantioselective Cycloisomerizations of 3‐Hydroxylated 1,5‐Enynes

Yang Zhang, Hélène Jullien, Delphine Brissy, Pascal Retailleau, Arnaud Voituriez, Angéla Marinetti

ChemCatChem · 2013 · 17 citations · 56 references

Concepts

Abstract

Abstract The enantioselective cycloisomerization of 3‐hydroxylated 1,5‐enynes into bicyclo[3.1.0]hexanones was investigated by using cyclometalated NHC‐platinum phosphoramidite complexes as pre‐catalysts. Several new complexes were prepared. They generate cationic, electrophilic Pt II species that efficiently promote the cycloisomerization process. Enantiomeric excesses up to 81 % were obtained in the reactions of enynes with aryl‐substituted alkyne functions (8 examples, 70–81 % ee ).

References

56