On the reaction of deacetylvindoline with thionyl chloride

摘要

Reaction of deacetylvindoline (2) with excess thionyl chloride gave rise to hexacyclic 6,10-dichloro-6,17-epithio-11-methoxy-1-methyltabersonine (4) as a single product in 43.5% yield. The structure was deduced from H-1 and C-13 1D and 2D NMR experiments as well as from mass spectra. A tentative mechanism of this complex transformation was also proposed. [References: 8]