A new route to 1,1-difluoroolefins from carboxylic acids

Tetrahedron Letters

Volumn 37, Issue 19, 1996, Pages 3223-3226

  Kim, Kyung Il ^a   McCarthy, James R ^a  

^a NEUROCRINE BIOSCIENCES INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOFLUORINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0029947242     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00535-7     Document Type: Article

References (24)

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2. Bey, P.; McCarthy, J.R. ; McDonald I.A. A,C.S. Symposium Series 456, 1991, 105-133 and references cited therein.
3. Moore, W.R.; Schatzman, G.L.; Jarvi, E,T.; Gross, R.S.; McCarthy, J.R. J. Am. Chem. Soc. 1992, 114, 360-361.
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6. (b) Obayashi, M.; Ito, E.; Mutsui, K.; Konodo, M. Tetrahedron Lett. 1982, 23, 2323-2326.
7. For a convenient method for the synthesis of 1,1-difluoroolefins from hindered ketones see: Sabol, J.S.; McCarthy, J.R. Tetrahedron Lett. 1992, 22, 3101-3104.
8. Matthews, D.P.; Miller, S.C.; Jarvi, E.T.; Sabol, J.S.; McCarthy, J.R. Tetrahedron Lett. 1993, 34, 3057-3060.
9. (a) Nakai, T.; Tanala, K.; Ishihawa, N. Chem. Lett. 1976, 1263-1266.
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11. (c) Bennett, A.J.; Percy, J.M.; Rock, M.H. Synlett 1992, 483-484.
12. Tsukamoto, T.; Kitazume, T. Synlett 1992, 977-979.
13. Begue, J-P.; Bonnet-Delpon, D.; Rock, M.H. Tetrahedron Lett. 1995, 36, 5003-5006.
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18. 2, see: Purrington, S. T.; Pittman, J. H. Tetrahedron Lett. 1987, 28, 3901-3904.
19. Reutrakukl, V.; Rukachaisinkul, V. Tetrahedron Lett. 1983, 24, 725-727.
20. + 198.1225 (observed), 198.1220 (calculated).
21. + 364.2930(observed), 364.2942(calculated).
22. + 180.0758(observed), 180.0751(calculated).
23. + 168.0747(observed), 168.0751 (calculated).
24. + 182.0913 (observed), 182.0907 (calculated).