
Tetrahedron Letters p. 1103 - 1106 (1998)
Update date:2022-08-05
Topics:
Chen, Tongqian
Greenberg, Marc M.
Thymidine (2) and 5-methyl-2'-O-(t-butyldimethylsilyl)uridine (3) deuterated at the C3'-position were prepared with complete stereocontrol via NaB2H4 reduction of a 3-oxoribose derivative (5). Utilization of benzyl protecting groups in the deuterated glycosidation substrate facilitates the synthesis of ribonucleosides and 2'-deoxyribonucleosides with minimal protecting group manipulations.
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