Nucleosides and Nucleotides p. 1113 - 1120 (1996)
Update date:2022-08-23
Topics:
Rassu
Rassu, Gloria
Zanardi
Zanardi, Franca
Cornia
Cornia, Mara
Casiraghi
Casiraghi, Giovanni
The syntheses of racemic thiazolidinyl thymine and cytosine derivatives 6a and 6b, and 10a and 10b, prototypes of a novel family of heterosubstituted nucleosides, have been achieved from rhodanine (3) or thiazolidine (7) by a short sequence of steps. The key reaction involved efficient coupling of silylated thymine and cytosine to N-Boc-protected 4- and 5- acetoxythiazolidines, 5 and 9, assisted by tert-butyldimethylsilyl trifluoro- methanesulfonate.
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