Tetrahedron Letters p. 6343 - 6346 (1999)
Update date:2022-07-30
Topics: Synthesis
Wang, Guangyi
3'-Amino-3'-deoxythymidine was converted, in multi-steps, to its 5'-O- (4,4'-dimethoxytrityl)-5'-C-tosyloxyethyl-3'-N-carbobenzoxy derivative 7 and 5'-C-mesyloxyethyl-3'-N-(9-fluorenyl)methoxycarbonyl derivatives 6 and 11. Subsequent hydrogenolysis or treatment with DMAP afforded 3'-N,5'-C-bridged bicyclic thymidines. Stereochemical assignments were accomplished with the help of NOE.
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