Selective enzymatic acylation of 10-Deacetylbaccatin III

Semisynthesis and Biological Evaluation of a Novel D-Seco Docetaxel Analogue

“…The next step in our synthesis was to introduce the docetaxel side chain selectively at C-13. It has been reported that a sterically bulky group at C-7, such as TES, prevents enzymatic acylation at C-10 . Furthermore, the phenylisoserine side chain has been introduced selectively at C-13 on 2-debenzoyl 4-deacetyl 7-TES DAB 13a and 2-debenzoyl 7-TES DAB 13b.…”

Organocatalytic Site-Selective Acylation of 10-Deacetylbaccatin III

“…There have been several reports that trichloroacetylation of 1 took place at C(7)-OH. 18,19) These results suggested that C(10)-O-acylation with acid anhydride except for trichloroacetic anhydride was performed in a catalyst-controlled manner by virtue of catalyst 6 and the C(7)-O-acylation with trichloroacetic anhydride was done in a substrate-controlled manner.…”

Diterpenoids (1998)

“…The selective acylation of 10-deacetylbaccatin III by chemical and enzymatic means has been explored. 160,161 Methods for the regioselective deacetylation of the readily available taxinine have been described. 162 A number of further aspects of the chemistry of the taxanes have been reported including the selective reduction of carbonyl groups, 163,164 rearrangements 165,166 and the photochemical generation of a bond between C-3 and C-11 in taxinine.…”