New electrochemical carboxylation of vinyl triflates. Synthesis of β-keto carboxylic acids

Tetrahedron Letters

Volumn 39, Issue 12, 1998, Pages 1591-1594

  Kamekawa, Hisato ^a   Senboku, Hisanori ^a   Tokuda, Masao ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CARBOXYLIC ACID; MAGNESIUM; PLATINUM;

ARTICLE; CARBOXYLATION; ELECTROCHEMISTRY; REDUCTION;

EID: 0032546256     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00036-7     Document Type: Article

References (15)

1. 1. Silvetsri, G.; Gambino, S.; Filardo, G.; Gulotta, A. Angew. Chem. Int. Ed. Engl., 1984, 23, 979-980.
2. 2. Silvetsri, G.; Gambino, S.; Filardo, G. Acta Chem. Scand., 1991, 45, 987-992.
3. 3. Sock, O.; Troupel, M.; Perichon, J. Tetrahedron Lett., 1985, 26, 1509-1512.
4. 4. Chaussard, J.; Polest, J. C.; Nedelec, J. Y.; Perichon, J.; Sibille, S.; Troupel, M. Synthesis, 1990, 369-381.
5. 5. Tokuda, M.; Kabuki, T.; Katoh, Y.; Suginome, H. Tetrahedron Lett., 1995, 36, 3345-3348.
6. 6. Tokuda, M.; Kabuki, T.; Suginome, H. DENKI KAGAKU, 1994, 62, 1144-1147.
7. 7. Tokuda, M.; Yoshikawa, A.; Suginome, H.; Senboku, H. Synthesis, 1997, in press.
8. 8. Kamekawa, H.; Senboku, H.; Tokuda, M. Electrockimica Acta, 1997, 42, 2117-2123.
9. 9. Kamekawa, H.; Kudoh, H.; Senboku, H.; Tokuda, M. Chem. Lett., 1997, 917-918.
10. 10. Jutand, A.; Négri, S. Synlett, 1997, 719-721.
11. 11. Ritter, K. Synthesis, 1993, 735-762.
12. 12. Jigajinni, V. B.; Wightman, R. H. Tetrahedron Lett., 1982, 23, 117-120; Stang, P.J.; Treptow, W. Synthesis, 1980, 283-284.
13. 12. Jigajinni, V. B.; Wightman, R. H. Tetrahedron Lett., 1982, 23, 117-120; Stang, P.J.; Treptow, W. Synthesis, 1980, 283-284.
14. 13. Magnesium bromide, which is soluble in a DMF solution, can be prepared by electrolysis of 1,2-dibromoethane with a platinum cathode and a magnesium anode.
15. 2 gave no 2a, and 1a was almost recovered.