Enantioselective syntheses of 5'-homo-carbocyclic nucleosides

Tetrahedron Asymmetry

Volumn 8, Issue 22, 1997, Pages 3785-3788

  Olivo, Horacio F ^a   Yu, Jiaxin ^a  

^a UNIVERSITY OF IOWA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOCYCLIC NUCLEOSIDE; CARBOVIR;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030829264     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00518-1     Document Type: Article

References (19)

1. For recent reviews on carbonucleosides: (a) Huryn, D. M.; Okabe, M. Chem. Rev. 1992, 92, 1745;
2. (b) Borthwick, A. D.; Biggadicke, K. Tetrahedron 1992, 48, 571;
3. Agrofoglio, L.; Suhas, E.; Farese, A.; Condom, R.; Challand, S. R.; Earl, R. A.; Guedj, R. Tetrahedron 1994, 50, 10611.
4. (a) Akella, L. B.; Vince, R. Tetrahedron 1996, 52, 2789;
5. (b) Konkel, M. J.; Vince, R. Nucleosides and Nucleotides 1995, 14, 2061;
6. Konkel, M. J.; Vince, R. Tetrahedron 1996, 52, 799.
7. (a) MacKeith, R. A.; McCague, R.; Olivo, H. F.; Palmer, C. F.; Roberts, S. M. J. Chem. Soc., Perkin Trans. 1 1993, 313;
8. (b) Burlina, F.; Favre, A.; Fourrey, J. L.; Thomas, M. Bioorg. Med. Chem. Lett. 1997, 7, 247.
9. Grieco, P. A.; Henry, K. J.; Nunes, J. J.; Matt Jr., J. E. J. Chem. Soc., Chem. Commun. 1992, 368.
10. (a) Carnell, A. J.; Casy, G.; Gorins, G.; Kompany-Saeid, A.; McCague, R.; Olivo, H. F; Roberts, S. M.; Willets, A. J. J. Chem. Soc., Perkin Trans. 1 1994, 3431;
11. (b) Casy, G.; Gorins, G.; McCague, R.; Olivo, H. F.; Roberts, S. M. J. Chem. Soc., Chem. Commun. 1994, 1085.
12. McCague, R.; Olivo, H. F.; Roberts, S. M. Tetrahedron Lett. 1993, 34, 3785.
13. Lubineau, A.; Augé, J.; Lubin, N. Tetrahedron Lett. 1991, 32, 7529.
14. MacKeith, R. A.; McCague, R.; Olivo, H. F.; Roberts, S. M.; Taylor, S. J. C.; Xiong, H. Bioorg. Med. Chem. 1994, 2, 387.
15. Aggarwal, V. K.; Monteiro, N.; Tarver, G. J.; Lindell, S. D. J. Org. Chem. 1996, 61, 1192.
16. (a) Trost, B. M.; Kuo, G.-H.; Benneche, T. J. Am. Chem. Soc. 1988, 110, 621;
17. (b) Trost, B. M.; Van Vranken, D. L., Chem. Rev. 1996, 96, 395;
18. For the shortest synthesis of carbovir: Trost, B. M.; Madsen, R.; Guile, S. G.; Elia, A. E. H. Angew. Chem. Int. Ed. Engl. 1996, 35, 1569.
19. Clive, D. L. J.; Daigneault, S. J. Org. Chem. 1991, 56, 3801.