Facile Synthesis of a Novel Taxoid Closely Related to Bioactive Taxuspine D. Regio- and Stereo-Selective Hydration of Taxinine, a Naturally Occurring Taxane Diterpenoid

Abstract

Treatment of taxinine, which is a taxane diterpenoid readily available from needles of the Japanese yew Taxus cuspidata, with a large excess amount of sodium borohydride in slightly hydrous N, N-dimethylformamide at ambient temperature resulted in regio- and stereo-selective hydration at the C₁₁, C<12>-double bond to give an siomeric texuspine D derivative.