Synthesis of α-fluorinated-α,α-difunctionalized sulfides and sulfones

Tetrahedron Letters

Volumn 37, Issue 14, 1996, Pages 2413-2416

  Jouen, C ^a   Lasne, M C ^a   Pommelet, J C ^a  

^a UNIVERSITÉ DE CAEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOFLUORINE DERIVATIVE; SULFIDE; SULFONE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; FLUORINATION; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; TECHNIQUE;

EID: 0029916441     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00186-4     Document Type: Article

References (21)

1. Welch, J. T. ; Tetrahedron, 1987, 43, 3123-3197.
2. Welch, J. T. ; Eswarakrishnan, S. Fluorine in Bioorganic Chemistry, John Wiley & Sons. Inc., New York, 1991.
3. Filler, R. ; Kobayashi, Y. Biomedicinal Aspect of Fluorine Chemistry, Kodansha, Tokyo, 1982.
4. (a) Takeuchi, Y. ; Asahina, M. ; Murayama, A. ; Hori, K. ; Koizumi, T. J. Org.Chem., 1986, 51, 955-956.
5. (b) Takeuchi, Y. ; Asahina, M. ; Nagata, K. ; Koizumi, T. J. Chem. Soc., Perkin Trans 1, 1987, 2203-2207.
6. (a) Inbasekaran, M. ; Peet, N. P. ; McCarty, J. R. ; LeTourneau, M. E. J. Chem. Soc., Chem. Commun., 1985, 678-680.
7. (b) McCarty, J. R. ; Peet, N. P. ; LeTourneau, M. E. ; Inbasekaran, M. J. Am. Chem. Soc., 1985, 107, 735-737.
8. (a) Yang, Z. Y. ; Burton, D. J. J. Chem. Soc., Perkin Trans, 1, 1991, 2058-2059.
9. (b) Yang, Z.Y. ; Burton, D. J. Heteroat. Chem., 1992, 3, 261-270.
10. Takeuchi, Y. ; Asahina, M. ; Hori, K. ; Koizumi, T. J. Chem. Soc., Perkin Trans, 1, 1988, 1149-1153.
11. Furuta, S. ; Kuroboshi, M. ; Hiyama, T. Tetrahedron Lett., 1995, 36, 8243-8246.
12. Pommelet, J. C. ; Nyns, C. ; Lahousse, F. ; Merenyi, R. ; Viehe, H. G. Angew. Chem. Int. Ed. Engl., 1981, 20, 585-586.
13. (a) Cox, D. P. ; Terpinski, J. ; Lawrynowicz, W. J. Org. Chem., 1984, 49, 3216-3219.
14. (b) Kiesewetter, D. O. ; Katzenellenbogen, J. A. ; Kilbourn, M. R. ; Welch, M. J. J. Org. Chem., 1984, 49, 4900-4905.
15. More, K. M. ; Wemple, J. Synthesis, 1977, 791-792.
16. Cousseau, J. ; Albert, P. J. Org. Chem., 1989, 54, 5380-5383.
17. 4. The combined organic layers were dried, the solvent removed to give 3a-c.
18. (a) Wnuk, S. F. ; Robins, M. J. J. Org. Chem., 1990, 55, 4757-4760.
19. (b) Wnuk, S. F. ; Robins, M. J. J. Org. Chem., 1993, 58, 3800-3801.
20. 2O, dried and the solvent removed to give 6a-c.
21. Chiba, J. ; Sugihara, T. ; Kaneko, C. Chem. Letters, 1995, 581-582.