Journal of Organic Chemistry p. 797 - 802 (1986)
Update date:2022-08-02
Topics:
Magri, Neal F.
Kingston, David G. I.
Oxidation of taxol (1) or substituted taxols with Jones' reagent under appropriate conditions yielded 7-oxotaxol (6), 2',7'-dioxotaxol (9), or 2'-oxo-7-acetyltaxol (12).Treatment of 7-oxotaxol with DBU or silica gel yielded a D-secotaxol derivative 14.Hydrogenation of the 2'-acetate derivative of 14 yielded the unstable diketone 16, while hydrogenation of 14 itself followed by workup in methanol gave the lactone 17.
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