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Uracil Nucleosides with Reactive Group at C5 Position: 5-(1-Halo-2-sulfonylvinyl)uridine Analogues.
Yong Liang
1 ,
Sazzad H Suzol
1 ,
Zhiwei Wen
1 ,
Alain G Artiles
1 ,
Logesh Mathivathanan
1 ,
Raphael G Raptis
1 ,
Stanislaw F Wnuk
1
Mar 18 2016
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Abstract
The transition-metal-catalyzed or radical-mediated halosulfonylation of 5-ethynyluridine provided (E)-(1-halo-2-tosylvinyl)uridines. These (β-halo)vinyl sulfones undergo efficient stereoselective addition-elimination with amines or thiols to provide Z-β-aminovinyl or E-β-thiovinyl sulfones tethered to the C5 position of the uracil ring.