210. Catalytic Asymmetric Synthesis of Macrocyclic (E)-Allylic Alcohols from ω-Alkynals via Intramolecular 1-Alkenylzinc/Aldehyde Additions
     Oppolzer, W.; Radinov, R. N.; El-Sayed, E.
     J. Org. Chem. 2001, 66, 4766-4770

The ω-alkynals yielded macrocyclic (S)-allylic alcohols in a one-pot reaction sequence involving alkyne monohydroboration, boron to zinc transmetalation, and ((+)-DAIB)-catalyzed enantioselective intramolecular ring closure to the aldehyde function. A general study of this macrocyclization methodology is presented with respect to ligand type, size, and nature of the formed rings.

DOI : 10.1021/jo000463n 

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