Tetrahedron p. 6759 - 6780 (1996)
Update date:2022-08-03
Topics:
Saladino, Raffaele
Mincione, Enrico
Crestini, Claudia
Mezzetti, Maurizio
A general and convenient method for the synthesis of several pyrimidine and purine nucleosides by selective oxidation of thionucleosides with dimethyldioxirane is reported. Thioketo moieties in the C-4 position of the pyrimidine ring, and in the C-6, and C-8 positions of the purine ring are the domain of oxidative nucleophilic substitution. Thioketo moieties in the C-2 position of both purine and pyrimidine rings are the domain of desulfurization or formation of disulfides.
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Doi:10.1021/ic950513k
(1996)Doi:10.1016/0040-4020(96)00309-2
(1996)Doi:10.1021/ja01205a045
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(1996)