Taxinine Derivatives. The Stereochemistry of Isopropylidene dihydrotaxinolactone, a Novel Autooxidation Product of Isopropylidenedihydrotaxinol

Chemistry and Structure—Activity Relationships of Taxoids with Modified Skeletons

“…This hydroperoxide reacts further to give alcohol 15 and the rearranged compound 16 after cleavage of the Cifj-Cn bond. It should be pointed out that different autoxidative cleavages have been found for the A ring of dihydrotaxinol (31). Reduction of the C-13 keto group in compound 13 was cleanly achieved with sodium borohydride, affording the alcohol 17a in quantitative yield.…”