
Nucleosides and Nucleotides p. 283 - 286 (1995)
Update date:2022-08-03
Topics:
Bjorsne
Classon
Kers
Samuelsson
Kvarnstrom
Some 2',3'-dideoxy-3',4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy-3',4'- dihydroxymethyl nucleoside analogues.
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