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Synlett 1995; 1995(2): 203-204
DOI: 10.1055/s-1995-4896
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A Short Synthesis and Biomimetic Transformation of 5-Aminoimidazole Ribonucleoside (AIRs)

M. J. Humphries, C. A. Ramsden*
  • *Department of Chemistry, Keele University, Staffordshire ST5 5BG, UK
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Publikationsdatum:
31. Dezember 2000 (online)

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5-Aminoimidazole ribonucleoside (AIRs) 2 has been synthesised in three steps from the silver salt of 4(5)-nitroimidazole. C-Addition-elimination using a soft carbon electrophile provides a short biomimetic route to novel ribonucleoside analogues exemplified by the stretched adenosine 12.

5-aminoimidazole ribonucleoside - biomimetic C-C bond formation - HOMO - N,C-amident nucleophiles - adenosine analogues