“…1,2 Stannyldesulfonylation of the vinyl sulfone 2a followed by halodestannylation of the resulting vinyl stannanes 2b was a key step in the synthesis of 5′-deoxy-5′-(halomethylene)adenosines 2c , which were found to be potent inhibitors of S- adenosyl-L-homocysteine (AdoHcy) hydrolase and valuable probes to study hydrolytic activity of the enzyme 3–5. Stannyldesulfonylation/protiodestannylation of the (α-fluoro)vinyl sulfones and stannyldesulfonylation/halodestannylation of the vinyl sulfones procedures allowed synthesis of the various 5′-deoxy-5′-(halomethylene)nucleoside analogues derived from uridine,6 L-adenosine,7 3′-deoxyadenosine,8 and 6- N- cyclopropyladenosine9 as well as 5′-deoxy-5′-(halomethylene)ribose derivatives,10 among others 11. The vinyl sulfone precursors have been conveniently prepared by treatment of the nucleoside 2′-keto or 5′-aldehyde derivatives with the sulfonyl-stabilized Wittig reagents,1,12,13 and chemistry of the vinyl-sulfone modified carbohydrates and nucleosides has been reviewed 14.…”