%0 Journal Article
%A Trost, Barry M.
%A Ashfeld, Brandon L.
%D 2008
%T Coupling of Alkenes and Alkynes: Synthesis of the C1−C11 and C18−C28 Fragments of Miyakolide
%U https://acs.figshare.com/articles/journal_contribution/Coupling_of_Alkenes_and_Alkynes_Synthesis_of_the_C1_C11_and_C18_C28_Fragments_of_Miyakolide/2939032
%R 10.1021/ol800347u.s001
%2 https://ndownloader.figshare.com/files/4637719
%K ring fragment
%K D rings
%K D ring pyran
%X A transition metal-mediated, atom-economical approach toward the crucial A and D rings of miyakolide is described. A Pd-catalyzed alkyne−alkyne coupling/6-endo-dig cyclization is employed to assemble the A ring fragment. The key D ring pyran is constructed utilizing an Ru-catalyzed alkene−alkyne coupling followed by a Pd-catalyzed allylic alkylation to establish the all-cis stereochemistry.
%I ACS Publications