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Reaction of 5'-O-dimethoxytrityl-2'-oxo-3'-O-trimethylsilylethoxymethyluridine (2) and 5'-O-dimethoxytrityl-3'-oxo-2'-O-trimethylsilylethoxymethyluridine (10), with bromodifluoromethyl[tris(dimethylamino)]phosphonium bromide and zinc gave the corresponding 2'- and 3'-difluoromethylene derivatives 3 and 11. Attempted removal of the 3'- and 2'-O-trimethylsilylethoxymethyl (SEM) groups from compounds...
The one step reaction of 2 - and 3 -keto derivatives of uridine 2a, 2b, 7a and 7b with bromodifluoromethyl[tris(dimethylamino)]phosphonium bromide (13) and zinc gives the corresponding 2 - and 3 -difluoromethylene nucleosides 3a, 3b, 8a and 8b in good yield. Removal of the silyl groups affords difluoromethylenated uridines 4a, 4b, 9a and 9b. Phosphitylation of 4a and 9a provides the target 2...
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