On a novel dihalocyclopropane-dihalomethylvinyl rearrangement: Additional mechanistic evidence

Spectroscopy

Volumn 19, Issue 5-6, 2005, Pages 283-286

  Jankowski, Christopher K ^a   BouLaouz, Antoun ^a   Diaz Torres, Eduardo ^b  

^a UNIVERSITÉ DE MONCTON   (Canada)

^b UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; MECHANISMS; POSITIVE IONS;

HIYAMA REAGENTS; MECHANISTIC EVIDENCE;

PROPANE;

ACETAL; ACID; ALCOHOL; ALDEHYDE; ALKENE DERIVATIVE; CARBONYL DERIVATIVE; CHLORIDE; CYCLOHEXANE; CYCLOPROPANE DERIVATIVE; DIHALOCYCLOPROPANE; DIHALOMETHYLVINYL; HYDROGEN; LEWIS ACID; METAL ION; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; HYDROLYSIS; OXIDATION; REACTION ANALYSIS;

EID: 31144471811     PISSN: 07124813     EISSN: None     Source Type: Journal    
DOI: 10.1155/2005/625737     Document Type: Article

References (23)

1. C.K. Jankowski, A. Bou Laouz, D. Lesage and E. Diaz, Spectroscopy 17 (2003), 735.
2. C.K. Jankowski, A. Bou Laouz, E. Diaz-Torres, D. Lesage, J.M.R. Bélanger and J.R.J. Paré, Spectroscopy 19 (2005), 171.
3. T. Hiyama, Y. Okude, K. Kumura and H. Nozaki, Bull. Chem. Soc. Japan 55 (1982), 561;
4. T. Hiyama, J. Amer. Chem. Soc. 99 (1977), 3179.
5. M. Makosza and M. Wawrzynkiewicz, Tetrahedron Lett. 4659 (1969).
6. P.G. Gassman, S. Han and L.J. Chyall, Tetrahedron. Lett. 39 (1998), 5459.
7. T.C. Shields and P.D. Gardner, J. Am. Chem. Soc. 89 (1967), 5425;
8. T.C. Shields, W.E. Billups and A.R. Lepley, J. Am. Chem. Soc. 90 (1968), 4749.
9. M. Fedorynski, Chem. Rev. 103 (2003), 1099.
10. A. Bou Laouz, Dihalocyclopropanation de quelques oléfines et leur réarrangement : prenylation en mode thermique et assistée par micro-ondes, Thesis, Département de chimie et biochimie, Faculté des sciences, Université de Moncton, 2003 Moncton NB, Canada.
11. W.E. Billups, T.C. Shields, W.Y. Chow and N.C. Deno, J. Org. Chem. 37 (1972), 3676;
12. W.E. Billups, K.H. Leavell, E.S. Lewis and S. Vanderpool, J. Am. Chem. Soc. 95 (1973), 8096.
13. L. Skattebol and B. Boulette, J. Org. Chem. 31 (1966), 81;
14. S. Skettebol, J. Org. Chem. 31 (1966), 1554.
15. I. Crossland, Acta Chem. Scand. B 41 (1987), 310;
16. I. Crossland, Org. Synth. 7 (1990), 12.
17. J. Prestien and H. Gunther, Angew. Chem. Internat. Edit. 13 (1974), 276.
18. G.-A. Lee, C.-S. Shiau, C.-S. Chen and J. Chen, J. Org. Chem. 60 (1995), 3565.
19. K.-O. Hensling, D. Quast and P. Weyerstahl, Chem. Ber. 110 (1977), 1027.
20. F. Nerdel, J. Buddrus, W. Brodowski, P. Hentschel, D. Klamann and P. Weyerstahl, Justus Liebigs Ann. Chem. 710 (1967), 36;
21. S.W. Tobey and R. West, J. Am. Chem. Soc. 89 (1966), 5425.
22. W.E. Billups, W.Y. Chow, K.H. Leavell, E.S. Lewis, J.L. Margrave, R.L. Sass, J.J. Shieh, P.J. Werness and J.L. Wood, J. Am. Chem. Soc. 95 (1973), 7878;
23. T.C. Shields and W.E. Billups, Chem. Ind. (London) (1967), 1999.