Tetrahedron Letters p. 3713 - 3716 (1998)
Update date:2022-08-03
Topics:
Haraguchi, Kazuhiro
Nishikawa, Ayako
Sasakura, Eiko
Tanaka, Hiromichi
Nakamura, Kazuo T.
Miyasaka, Tadashi
4-Thio furanoid glycals with different types of O-silyl protection have been prepared from benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro- pentofuranoside. Face-selectivity for PhSeCl- or N-iodosuccimide-initiated addition of a pyrimidine base to the thioglycal protected with a 3,5-O-di-r- butylsilyl group, a highly stereoselective synthesis of β-2'-deoxy-4'-thio pyrimidine nucleoside has been accomplished.
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