The synthesis of the C-9 to C-21 sector of discodermolide: An efficient route to the C13-14 Z-trisubstituted alkene

Article abstract of DOI:10.1016/S0040-4039(00)77155-3

The synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the previously synthesized C-16 to C-21 subunit by a suitably functionalized C-9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermolide.