Synthesis of furano-epothilone D.
The total synthesis of furano-epothilone D by a convergent route is reported. The key fragments are available on a large scale to provide sufficient material for biological evaluation. The approach involves a palladium-catalyzed coupling that generates a highly functionalized aldehyde which is connected in a stereoselective aldol reaction to yield the framework of furano-epothilone D. Finally, a macrolactonization provides furano-epothilone D.
Schinzer
Dieter
D
Chemisches Institut der Otto-von-Guericke-Universität, Universitätsplatz 2, 39106 Magdeburg, Germany. Dieter.Schinzer@vst.uni-magdeburg.de
Bourguet
Erika
E
Ducki
Sylvie
S
D034261:Epothilones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D014404:Tubulin / Q000378:metabolism
D034261:Epothilones; D005663:Furans; D014404:Tubulin; C114026:desoxyepothilone B