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  • Title: Access to macrocyclic endocyclic and exocyclic allylic alcohols by nickel-catalyzed reductive cyclization of ynals.
    Author: Knapp-Reed B, Mahandru GM, Montgomery J.
    Journal: J Am Chem Soc; 2005 Sep 28; 127(38):13156-7. PubMed ID: 16173738.
    Abstract:
    Ni-catalyzed reductive macrocyclizations of ynals are reported. Disubstituted alkynes afford either endocyclic or exocyclic allylic alcohols depending on the ligand. Phosphine ligands favor the formation of endocyclic olefins, whereas N-heterocyclic carbene ligands favor the formation of exocyclic olefins. Terminal alkynes provide 1,2-disubstituted olefins with N-heterocyclic carbene ligands.
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