Warianty tytułu
Języki publikacji
Abstrakty
Asymmetric hydrogenation of 4-oxo esters, catalyzed by cationic BINAP-Ru(II) complexes, afforded in a good overall yield and with excellent enantioselectivity (> 98% ee), the respective 5-alkylated -lactones, useful intermediates for the preparation of pheromones.
Słowa kluczowe
Czasopismo
Rocznik
Tom
Strony
1707-1711
Opis fizyczny
Bibliogr. 15 poz., rys.
Twórcy
autor
- Department of Chemistry, Warsaw University, Pasteura 1, PL-02-093 Warsaw, Poland
autor
- institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, PL-01-224 Warsaw, Poland
autor
- Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, PL-01-224 Warsaw, Poland
Bibliografia
- 1. Garcia D.M, Yamada H., Hatakeyama S. and Nishizawa M., Tetrahedron Lett., 35, 3325 (1994); Ali S.M. and Georg G.I., Tetrahedron Lett., 38, 1703 (1997); Irako N. and Shioiri T., Tetrahedron Lett., 39, 5793 (1998); Lebel H. and Jacobsen E.N., J. Org. Chem., 63, 9624 (1998); Franklin A.S., Ly S.K., Mackin G.H., Overman L.E. and Shaka A.J., J Org. Chem., 64, 1512 (1999).
- 2. Mori K., Tetrahedron, 45, 3233 (1989); Solladie G. and Matloubi-Moghadam F., J. Org. Chem., 47, 91 (1982); Hedenstorm E., Hogberg H.-E., Wassgren A.-B., Bergstrorm G., Lofqvist J., Hansson B. and Anderbrant O., Tetrahedron, 48,3139 (1992); Coutrot Ph., Grison C. and Bomont C., Tetrahedron Lett., 35, 8381 (1994); Paolucci C., Mazzini C. and Fava A., J. Org. Chem., 60,169 (1995).
- 3. Spino C., Mayes N. and Desfosses H., Tetrahedron Lett., 36, 6503 (1996); Keck G.E. and Lundquist G. D., J. Org. Chem., 64,4482 (1999).
- 4. Noyori R.. Ohkuma T., Kitamura M., Takaya H., SayoN., Kumobayashi H. and Akutagawa S., J. Am. Chem. Soc., 109,5856 (1987); Noyori R., Science, 248,1194 (1990); Noyori R, Tetrahedron, 50,4259 (1994).
- 5. Noyori R., Ikeda T., Ohkuma T., Widhalm M., Kitamura M., Takaya H., Akutagawa S., SayoN., Saito T,, Taketomi T, and Kumobayashi H., J. Am. Chem. Soc., 111, 9134 (1989) and references cited therein.
- 6. Kawano S., IkariyaT., Ishii Y,, SaburiM., Yoshikawa S., Uchida Y. and Kumobayashi tL,J. Chem. Soc., PerkinTrans. 1,1571 (1989); King SA., Thompson A.S., King A.O. and VerhoevenT.R, J. Org. Chem., 57,6689 (1992) and references cited therein.
- 7. MashimaK., Kusano K., Sato N,, Matsumura Y., Nozaki K., Kumobayashi H., Sayo N., Hori Y., Lshizaki T., Akutagawa S. and Takaya H., J. Org. Chem., 59, 3064 (1994).
- 8. Kitamura M., Tokunaga M., Ohkuma T. and Noyori R., Tetrahedron Lett., 32,4163 (1991); Genêt J. P., Roto velomanana-Vidal V., Cano de Andrade M.C., Pflster X., Guerreiro P. and Lenoir J.Y., Tetrahedron Lett., 36,4801 (1995); Genêt J. P., Acros Organics Acta, 1,4 (1995);Doucct H., Ohkuma T., MurataK., Zokozawa T., Kozawa M., Katayama E., England A.R, Ikariya T. and Noyori R., Angew. Chem., Int. Ed. Engl., 37, 1703(1998).
- 9. Ohkuma T., Kitamura M. and Noyori R., Tetrahedron Lett,, 31, 5509 (1990).
- 10. Mori K., Tetrahedron, 31, 3011 (1975).
- 11. Ravid U., Silverstein RM. and Smith L. J. L., Tetrahedron, 34, 1449 (1978).
- 12. Juszkiewicz G., Asztemborska M. and Jurczak J., Synth. Commun., 32, 2605 (2002).
- 13. Terasawa T. and Okada T., Tetrahedron, 33, 595 (1977).
- 14. Gutman A.L., Zuobi K. and Boltansky A., Tetrahedron Lett., 28, 3861 (1987).
- 15. Mori K., Mori H. and Sugai T., Tetrahedron, 41, 919 (1985),
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0021-0033