APPLICATION OF THE VERSATILE CHARACTER OF THE TELLURIUM ATOM FOR THE SYNTHESIS OF C-NUCLEOSIDE ANALOGS VIA SUGAR TELLURIDES

Making use of the versatile character of the tellurium atom such as it s radicophilicity, nucleophilicity and electrophilicity, D-ribofuranos yl, 2-deoxy-D-ribofuranosyl and D-glucosyl p-methoxyphenyl tellurides have been prepared. Under suitable conditions, the corresponding anome ric radical, anomeric cation and anomeric anion, respectively, are for med from the sugar tellurides. By the following coupling reactions of the anomeric radical and anomeric cation to electron-poor and electron -rich aromatics, respectively, the corresponding C-nucleoside analogue s have been synthesized in moderate yields. The anomeric anion has als o been trapped by an electrophile such as benzaldehyde.