2,2-Di(ethoxy)vinyllithium: Reactions with carbonyl compounds

Tetrahedron Letters

Volumn 37, Issue 31, 1996, Pages 5507-5510

  Hiouni, Abdelaziz ^a   Duhamel, Lucette ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ESTER DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030605883     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01163-X     Document Type: Article

References (20)

1. 1 McElvain, S.M.; Magnani, A.; J. Am. Chem. Soc. 1937, 60, 2266-2269.
2. 2 Wei, H-X.; Schlosser, M.; Tetrahedron Lett. 1996, 37, 2771-2772.
3. 3 a) Hiouni A., Diplome d'Etudes Approfondies, Rouen, 1992.
4. b) Hiouni, A.; Duhamel, L.; Duhamel, P.; Congrès National de la Société Française de Chimie, Lyon, 28 sept. 1994.
5. c) Hiouni, A.; Duhamel, L.; Duhamel, P.; Anglo-Norman Organic Chemistry Colloquium III, Deauville, 15-17 may 1995.
6. 4 Sugahara, T.; Komatsu, Y.; Takano, S.; J. Chem. Soc. Chem. Commun., 1984, 214-215.
7. 5 Mousseron-Canet, M.; Mousseron, M.; Legendre, P.; Bull. Soc. Chim. Fr. 1961, 1509-1512.
8. 6 Young, W.G.; Andrews, L.J.; Cristol S.J.; J. Am. Chem. Soc. 1944, 66, 520-524.
9. 7 Breusch, F.L.; Baykut, F.; Chem. Ber. 1957, 90, 526-531.
10. 8 Meyers, A.I.; Temple, D.L., Nolen, R.L.; Mihelich , E.D.; J. Org. Chem. 1974, 39, 2778-2783.
11. 9 Kuwajima, I.; Minami, N.; Sato, T.; Tetrahedron Lett. 1976, 26, 2253-2256.
12. 10 Wittig, G.; Schöllkopf, U.; Chem. Ber. 1954, 87, 1318-1330.
13. 11 Bottin-Strzalko, T.; Tetrahedron 1973, 29, 4199-4204.
14. 12 Tagushi, H.; Shimoji, K.; Yamamoto, H., Nozaki, H. Bull. Chem. Soc. Jpn. 1974, 47, 2529-2531.
15. 2O); 0.90(2t,6H,J=7.2); 0.85 (2d,6H,J=6.1).
16. 14 a) Viehe, H.G. Chemistry of Acetylene; Dekker M.: New York, 1969; pp. 140-142.
17. b) Lau, K.S.Y.; Schlosser, M.; J. Org. Chem. 1978, 43, 1595-1598.
18. c) Ficini, J.; Khan, P.; Falou, S.; Touzin, A.M.; Tetrahedron Lett. 1979, 67-70.
19. d) Smithers, H.; J. Org. Chem. 1983, 48, 2095-2097. In this work, a vinyllithium anion, with the lithium atom and the methoxy group in trans configuration, has been trapped.
20. e) Duhamel, L.; Tombret, F.; Mollier, Y.; J. Org. Met. Chem. 1985, 280, 1-16.