Addition reactions of O-bound cyclic nickel enolates to α,β-unsaturated ketones

Chemical Communications

Volumn 3, Issue 14, 2003, Pages 1742-1743

  Cámpora, Juan ^a   Maya, Celia M ^a   Palma, Pilar ^a   Carmona, Ernesto ^a   Graiff, Claudia ^b   Tiripicchio, Antonio ^b  

^a INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

^b UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; NICKEL;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; MICHAEL ADDITION; STEREOCHEMISTRY;

EID: 0038300851     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b303062h     Document Type: Article

References (27)

1. J. March, Advanced Organic Chemistry, 4th ed., J Wiley & Sons, New York, 1992. p. 795
2. M. E. Jung, in Comprehensive Organic Synthesis, vol. 2., eds. B. M. Trost, I. Fleming, M. F. Semmelhack, Pergamon, Oxford, 1991. pp. 3-24
3. Y. Hamashima, D. Hotta, M. Sodeoka: J. Am. Chem. Soc. 2002 124 1;1240
4. B. L. Feringa and J. G. F. A. Jansen, in Stereoslective Synthesis (Houben-Weyl), Vol. E21/4, eds. G. Helmchen, R. W. Hoffmann, J. Mulzer and E. Schumann, Thieme, Stuttgart, 1995, p. 2041
5. A. Bernardi, C. Marchoni, T. Pillati, C. Scolastico: Tetrahedron Lett. 1994 35 6357
6. D. El Abed, A. Jellal, M. Santelli: Tetrahedron Lett. 1984 25 4503
7. I. Paterson, in Comprehensive Organic Synthesis, Vol. 2, eds B. M. Trost, I. Fleming and C. H. Heathcock, Pergamon: Oxford, 1991
8. K. K. D. Amarasinghe, S. K. Chowdhury, M. J. Heeg, J. Montgomery: Organometallics 2001 20 370
9. A. Fujii, E. Hagiwara, M. Sodeoka: J. Am. Chem. Soc. 1999 121 5450
10. E. Hagiwara, A. Fujii, M. Sodeoka: J. Am. Chem. Soc. 1998 120 2474
11. O. Fujimura: J. Am. Chem. Soc. 1998 120 10032
12. J. Åhman, J. P. Wolfe, M. Troutman, M. Palucki, S. L. Buchwald: J. Am. Chem. Soc. 1998 120 1918
13. B. C. Hamman, J. F. Hartwig: J. Am. Chem. Soc. 1997 119 1;2382
14. G. A. Slough, R. G. Bergman, C. H. Heathcock: J. Am. Chem. Soc. 1989 111 938
15. P. Braunstein, T. G. Carneiro, D. Matt, F. Balegroune, D. Grandjean: Organometallics 1989 8 1737
16. F. Balegrune, D. Grandjean, D. Lakkis, D. Matt: J. Chem. Soc., Chem. Comm. 1992 1084
17. S. E. Bouaoud, P. Braunstein, D. Grandjean, D. Matt, D. Nobel: Inorg. Chem. 1988 27 2279
18. E. R. Burkhardt, R. G. Bergman, C. H. Heathcock: Organometallics 1990 9 30
19. J. Cámpora, C. M. Maya, P. Palma, E. Carmona, E. Gutiérrez-Puebla, C. Ruiz: J. Am. Chem. Soc. 2003 125 1482
20. P. T. Matsunaga, G. L. Hillhouse: J. Am. Chem. Soc. 1993 115 2075
21. G. M. Kaptejin, A. Dervisi, D. M. Grove, H. Kooijman, M. T. Latkin, A. L. Spek, G. van Koten: J. Am. Chem. Soc. 1995 117 10939
22. H. E. Bryndza, J. C. Calabrese, M. Marsi, C. R. Roe, W. Tam, J. E. Bercaw: J. Am. Chem. Soc. 1986 108 4805
23. J. Cámpora, J. A. López, C. M. Maya, P. Palma, E. Carmona, P. Valerga: J. Organomet. Chem. 2002 644 331
24. E. Juaristi and G. Cuevas, The Anomeric Effect, CRC Press, Boca Raton, Florida, 2000
25. G. de Simoni, G. Tacconi: Chem. Rev. 1975 75 651
26. D. L. Boger, in Comprehensive Organic Synthesis, Vol. 5, eds. B. M. Trost, I. Fleming and M. F. Semmelhack, Pergamon, Oxford, 1991. p. 451
27. W. Carruthers, Cycloaddition Reactions in Organic Synthesis, Pergamon Press, Oxford, 1990, p. 108