Ring Scission Of Cyclic β-Halogeno-ethers with Samarium Di-iodide: A Synthesis of (E)- and (Z)-Enynols

Article abstract of DOI:10.1016/S0040-4039(00)82388-6

The use of samarium di-iodide in place of sodium metal for the ring scission of cyclic β-halogeno-ethers drastically alters the stereochemistry of the resulting olefinic alcohols: using the method, highly stereoselective syntheses of enynols in (Z)- and (E)-forms are reported.