Facile AB ring cleavage reactions of taxoids

Article abstract of DOI:10.1016/0040-4020(95)00823-Q

Two facile B ring cleavage reactions of taxoids related to paclitaxel are reported. Treatment of a 13-chlorobaccatin with azide ion led to cleavage of the C-10/C-11 bond and formation of a hemiketal product. Treatment of a protected 2-debenzoyl paclitaxel with MnO₂ yielded a ketoaldehyde in which the C-1/C-2 bond had been cleaved and the side chain had been eliminated.