New reduction of divinylketones to rearranged polyenyl ethers under Luche conditions

Tetrahedron Letters

Volumn 40, Issue 25, 1999, Pages 4735-4736

  Barluenga, José ^a   Fañanás, Francisco J ^a   Sanz, Roberto ^b   García, Félix ^b   García, Nuria ^b  

^a UNIVERSITY OF OVIEDO   (Spain)

^b Area Quim Analitica Fac Cie U   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; DECOMPOSITION; REACTION ANALYSIS; REDUCTION;

EID: 0033581020     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00836-9     Document Type: Article

References (9)

1. [1] Greeves, N. In Comprehensive Organic Chemistry. Trost, B.M.; Fleming, I., Eds. Oxford: Pergamon Press, 1991; Vol. 7, pp. 1-24
2. [2] Keinan, E.; Greenspoon, N. In The Chemistry of Enones. Patai, S.; Rappoport, Z., Eds. New York: John Wiley and Sons, 1989; Chapter 18.
3. [3] (a) Luche, J.L. J. Am. Chem. Soc. 1978, 100, 2226-2227;
4. (b) Luche, J.L.; Rodríguez-Hahn, L.; Crabbe, P. J. Chem. Soc., Chem. Commun. 1978, 601-602;
5. (c) Luche, J.L.; Gemal, A. L. J. Am. Chem. Soc. 1979, 101, 5848-5849.
6. [4] Gemal, A.L.; Luche, J,L. J. Am. Chem. Soc. 1981, 103, 5454-5459.
7. [5] Divinyl ketones 1 were prepared by aldol condensations following standard procedures. See: Thebtaranonth, C.; Thebtaranonth, Y. In The Chemistry of Enones. Patai, S.; Rappoport, Z., Eds. New York: John Wiley and Sons, 1989; Chapter 7.
8. 4 and the solvent evaporated. Chromatography purification yielded pure dienyl alkyl ethers.
9. [7] Dai, W.M.; Ha Lee, M.Y. Tetrahedron Lett. 1998, 39, 8149-8153.