Reaction of Ethyl Diazoacetate with Alkyl-Aromatic Substrates: Influence of the Tp xCu Catalyst in the Addition versus Insertion Chemoselectivity (Tp x = Homoscorpionate)

Organometallics

Volumn 23, Issue 2, 2004, Pages 293-295

  Morilla, M Esther ^a   Díaz Requejo, M Mar ^a   Belderrain, Tomás R ^a   Nicasio, M Carmen ^a   Trofimenko, Swiatoslaw ^b   Pérez, Pedro J ^a  

^a UNIVERSITY OF HUELVA   (Spain)

^b UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMOSELECTIVITY;

ADDITION REACTIONS; AROMATIC COMPOUNDS; BENZENE; CATALYSIS; GAS CHROMATOGRAPHY; HYDROGEN BONDS; ISOMERS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SUBSTRATES; TOLUENE;

ORGANOMETALLICS;

EID: 0942288202     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om034156u     Document Type: Article

References (14)

1. (a) Doyle, M. P.; McKervey, A.; Tao, Y., M. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds; John Wiley & Sons: New York, 1998.
2. For free-radical and photochemical examples see: (b) Knowles, H. S.; Hunt, K.; Parsons, A. Tetrahedron Lett. 2000, 41, 7121.
3. (c) Wydila, J.; Thornton, E. R. Tetrahedron Lett. 1983, 24, 233.
4. (d) Likhotvorik, I.; Zhu, Z.; Tae, E. L.; Tippmann, E.; Hill, B. T.; Platz, M. S. J. Am. Chem. Soc. 2001, 123, 6061.
5. (a) Anciaux, A. J.; Demonceau, A.; Noels, A. F.; Hubert, A. J.; Petiniot, N.; Teyssie, P. H. J. Chem. Soc., Chem. Commun. 1980, 765.
6. (b) Anciaux, A. J.; Demonceau, A.; Noels, A. F.; Hubert, A. J.; Warin, R.; Teyssie, P. H. J. Org. Chem. 1981, 46, 873.
7. Callot, H. J.; Metz, F. Nov. J. Chem. 1985, 9, 167.
8. (a) Davies, H. M. L.; Jin, Q. Tetrahedron Asymmetry 2003, 14, 941.
9. (b) Davies, H. M. L.; Jin, Q.; Ren, P.; Kovalevsky, A. Y. J. Org. Chem. 2002, 67, 4165.
10. Caballero, A.; Díaz-Requejo, M. M.; Belderrain, T. R.; Nicasio, M. C.; Trofimenko, S.; Pérez, P. J. J. Am. Chem. Soc. 2003, 125, 1446.
11. Díaz-Requejo, M. M.; Belderrain, T. R.; Nicasio, M. C.; Trofimenko, S.; Pérez, P. J. J. Am. Chem. Soc. 2002, 124, 896.
12. Caballero, A.; Díaz-Requejo, M. M.; Belderrain, T. R.; Nicasio, M. G.; Trofimenko, S.; Pérez, P. J. J. Am. Chem. Soc. 2003, 124, 978.
13. Endres, A.; Maas, G. Tetrahedron Lett. 1999, 40, 6365.
14. Blanksby, S. J.; Ellison, G. B. Acc. Chem. Res. 2003, 36, 255.