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.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Molecular Structure
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Nucleosides
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Structure-Activity Relationship
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Sulfones / chemical synthesis
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Sulfones / chemistry*
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Uracil / analogs & derivatives
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Uridine* / analogs & derivatives
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Uridine* / chemical synthesis
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Uridine* / chemistry
Substances
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Nucleosides
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Sulfones
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Uracil
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divinyl sulfone
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Uridine