Solid-phase stereoselective synthesis of oligonucleoside phosphorothioates: The nucleoside bicyclic oxazaphospholidines as novel synthons

Tetrahedron Letters

Volumn 39, Issue 17, 1998, Pages 2491-2494

  Iyer, Radhakrishnan P ^a   Guo, Mao Jun ^a   Yu, Dong ^a   Agrawal, Sudhir ^a  

^a HYBRIDON INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEOSIDE DERIVATIVE; OXAZAPHOSPHORINE DERIVATIVE; PHOSPHOROTHIOIC ACID DERIVATIVE;

ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; DRUG SYNTHESIS; GENE EXPRESSION REGULATION; STEREOCHEMISTRY;

EID: 0032559980     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00380-3     Document Type: Article

References (14)

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4. (b) For a review, see: Beaucage, S. L.; Iyer, R. P. Tetrahedron, 1992, 48, 2223.
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10. 7. (a) Sum, V.; Baird, C. A.; Kee, T. P.; Thornton-Pett, M. J. Chem. Soc. Perkin Trans. I, 1994, 3183.
11. (b) Carey, M. J.; Barker, M. D.; Brown, J. M.; Russel, M. J. H. J. Chem. Soc. Perkin Trans. I, 1993, 831.
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13. 9. The deprotection of the phosphate appendage could follow the sequence shown below: (equation presented) Efforts are under way to identify the fate of the chiral auxilliary following deprotection.
14. 10. Configurations were assigned as described previously. see: Iyer, R. P.; Yu, D.; Agrawal, S. Bioorg. Med. Chem. Lett. 1994, 4, 2471.