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| - Simple Entry to 3‘-Substituted Analogues of Anti-HIV AgentStavudine Based on an Anionic O → C Stannyl Migration
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| Abstract
| - Reaction of 5‘-O-protected derivatives of the anti-HIV agent stavudine (d4T) with LTMP wasinvestigated with the aim to lithiate the vinylic hydrogens (H-3‘ and H-2‘). When the lithiation ofthe 5‘-O-tert-butyldiphenylsilyl derivative 5 was carried out in the presence of HMPA, an anionicsilyl migration took place to give the 3‘-C-silylated product 4a. The stannyl version of this reactionwas found to be also possible, which has disclosed a highly simple entry to the d4T analoguesvariously substituted at the 3‘-position by manipulating the 3‘-C-stannyl d4T as a commonintermediate.
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