Dt. Hung et al., SYNTHESES OF DISCODERMOLIDES USEFUL FOR INVESTIGATING MICROTUBULE-BINDING AND STABILIZATION, Journal of the American Chemical Society, 118(45), 1996, pp. 11054-11080
Discodermolide is a marine natural product reported to inhibit the pro
liferation of T cells and exhibit immunosuppresive activity. Total syn
theses of the natural antipode of discodermolide and several variants
are reported. These studies provide reagents to investigate discodermo
lide's recently discovered ability to bind and stabilize microtubules
in cells, Retrosynthetically, the polypropionate is divided into three
fragments of approximately equal complexity. This modular strategy pr
ovides convergency in the synthesis and facilitates the preparation of
discodermolide-based reagents.