Stereo- and chemoselectivity in 1,3-dipolar cycloaddition reaction of 2- diazopropane with diarylidenacetones

Tetrahedron

Volumn 55, Issue 2, 1999, Pages 449-460

  Boukamcha, N ^a   Gharbi, R ^a   Martin, M T ^b   Chiaroni, A ^b   Mighri, Z ^a   Khemiss, A ^a  

^a FACULTÉ DES SCIENCES DE MONASTIR   (Tunisia)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 DIAZOPROPANE; KETONE DERIVATIVE; OXADIAZOLE DERIVATIVE; PYRAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS; TEMPERATURE; X RAY CRYSTALLOGRAPHY;

EID: 0033534712     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)01056-4     Document Type: Article

References (23)

1. Staudinger, H.; Gaule, A. Ber., 1916, 49, 1897.
2. Conard, C. R.; Dolliver, M. A. Org. Synth., 1943, 2, 167; Austerweil, G. V.; Pallaud, R. J. Appl. Chem. (London), 1955, 5, 213.
3. Conard, C. R.; Dolliver, M. A. Org. Synth., 1943, 2, 167; Austerweil, G. V.; Pallaud, R. J. Appl. Chem. (London), 1955, 5, 213.
4. Huisgen, R.; Grashey, R.; Sauer, J. in The Chemistry of Alkenes, ed. S. Pataî, Interscience, New York, 1964, 826.
5. Cossy, J.; Carrupt, P. A.; P. Vogel, P. in The Chemistry of the Double Bonded Functional Groups, part1, Wiley Interscience, New York, 1977, 1454.
6. Houk, K. N.; Sims, J.; Duke, R. E.; Strozier, R. W.; George, J. K. J. Am. Chem. Soc., 1973, 95, 7287.
7. Houk, K. N.; Sims, J.; Watts, C. R.; Luksus, L. J. J. Am. Chem. Soc., 1973, 95, 7301.
8. Aldersley, M. F.; Dean, F. M; Mann, B. E. J. Chem. Soc. Perkin Trans I, 1986, 2217.
9. Tsatsaroni, E. G. Chim. Chron., New Series, 1984, 13, 185.
10. Martin, M.-T.; Gharbi, R.; Khemiss, A.; Mighri, Z. Magn. Res. Chem., 1997, 35, 251.
11. Huisgen, R.; Eberhard, P. Tetrahedron Lett., 1971, 45, 4343.
12. Jones, G. W.; Chang, K. T.; Shechter, H. J. Am. Chem. Soc., 1979, 100, 3906.
13. Regitz, M.; Heydt, H. in 1,3-Dipolar Cycloaddition Chimistry, Padwa, A. ed., Wiley Interscience, New York, 1984, 1, 393.
14. Pincok, J. A.; Mathur, N. C. J. Org. Chem., 1982, 47, 3699.
15. Franck-Neumann, M.; Miesch, M. Tetrahedron, 1983, 39, 1247; Tetrahedron Lett., 1984, 25, 2909.
16. Franck-Neumann, M.; Miesch, M. Tetrahedron, 1983, 39, 1247; Tetrahedron Lett., 1984, 25, 2909.
17. Padwa, A.; Wannamaker, M. W. Tetrahedron, 1990, 46, 1145.
18. Sustmann, R. Tetrahedron Lett., 1971, 29, 2717.
19. Huisgen, R. J. Org. Chem., 1976, 41, 403.
20. Gill, G. B.; Willis, M. R. in Pericyclic Reactions, Chapman and Hall, London, 1974, 164.
21. Norman, R. O. C. in Principles of Organic Synthesis, Chapman and Hall, London, 1978, 288.
22. Sheldrick, G. M., SHELXS86. Program for the Solution of Crystal Structures. University of Göttingen, Germany, 1986.
23. Sheldrick, G. M., SHELXS93. Program for the Refinement of Crystal Structures. University of Göttingen, Germany, 1993.