Kjaersgaard U, Pedersen E B, Nielsen C, el-Torgoman A M
Department of Chemistry, Odense University, Denmark.
Acta Chem Scand (Cph). 1992 Oct;46(10):1016-20. doi: 10.3891/acta.chem.scand.46-1016.
The 3'-iodonucleosides 4 have been synthesized by condensation of silylated 5-alkyluracils 2 with methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-iodo-D-threo-pentofur anoside (3). 4 was treated with sodium azide and the deprotected nucleoside 5 was subsequently obtained by treatment with tetrabutylammonium fluoride. The nucleoside 4 produced the corresponding 2',3'-didehydro-2',3'-dideoxy nucleoside 6 and 3',4'-didehydro-2',3'-dideoxy nucleoside 7 in elimination reactions on treatment with sodium methoxide.
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