An efficient cis-reduction of alkyne to alkene in the presence of a vinyl iodide: Stereoselective synthesis of the C22-C31 fragment of leiodolide A

Article abstract of DOI:10.1016/j.tet.2012.12.008

Rapid and efficient reduction of alkyne bond in the presence of a vinyl iodide is established using freshly prepared Brown's P2-Ni as the catalyst, affording the semihydrogenated alkene products in good to excellent yields (73-91%). Based on this new method, a stereoselective synthesis of the key C22-C31 fragment of marine macrolide leiodolide A has been developed.