Reactions of carbonyl compounds in basic solutions. Part 36: The base-catalysed reactions of 1,2-dicarbonyl compounds

Journal of Physical Organic Chemistry

Volumn 14, Issue 11, 2001, Pages 794-796

  Bowden, Keith ^a   Fabian, Walter M F ^b  

^a UNIVERSITY OF ESSEX   (United Kingdom)

^b UNIVERSITY OF GRAZ   (Austria)

Author keywords

1,2 dicarbonyl compounds; Base catalysed rearrangement

Indexed keywords

EID: 0035503786     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/poc.433     Document Type: Article

References (26)

1. Bowden K, Williams KD. J. Chem. Soc., Perkin Trans. 2 1994; 77.
2. Selman S, Eastham JF. Q. Rev. 1960; 14: 221.
3. Collins CJ, Eastham JF. In Chemistry of the Carbonyl Group, Patai S (ed.). Wiley: London, 1966; chapter 15.
4. Stevens TS, Watts WE. Selected Molecular Rearrangements. Van Nostrand Reinhold: London, 1973.
5. Lee I, Lee D, Lee JK, Kim CK, Lee B-S. J. Chem. Soc., Perkin Trans. 2 1996; 2519.
6. Lee I. Adv. Phys. Org. Chem. 1992; 27: 57.
7. Kirsch JF, Clewell W, Simon A. J. Org. Chem. 1968; 33: 127.
8. Exner O. Collect. Czech. Chem. Commun. 1976; 41: 1516.
9. Johnson CD. Chem. Rev. 1975; 75: 755.
10. Bowden K. Rumpal S. J. Chem. Soc., Perkin Trans. 2 1997; 983.
11. Bowden K, Horri MV. J. Chem. Soc., Perkin Trans. 2 1997; 989.
12. Al Najjar A, Bowden K. Horri MV. J. Chem. Soc., Perkin Trans. 2 1997; 993.
13. (a) Scharf HD, Droate W, Liebig R. Angew. Chem., Im. Ed. Eng. 1968; 7: 215:
14. (b) Bloomfield JJ, Ireland JRS, Marchand AP. Tetrahedron Lett. 1969; 1529.
15. Bowden K, Burgess EJ. Collect. Czech. Chem. Commun. 1999; 64: 1594.
16. Škrinárová Z, Bowden K, Fabian WMF. Unpublished results.
17. Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP. J. Am. Chem. Soc. 1985; 107: 3902.
18. Clark T. VAMP, Erlangen Vectorized Molecular Orbital Package, Version 4.40, Computer-Chemie-Centrum, University Erlangen-Nürnberg, Germany, 1992.
19. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery Jr JA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Gonzalez C, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Head-Gordon M, Replogle ES, Pople JA. Gaussian 98, Revision A. 7, Gaussian, Inc., Pittsburgh, PA, 1998.
20. Becke AD. J. Chem. Phys. 1993; 98: 5648.
21. Lee C, Yang W, Parr RG. Phys. Rev. B 1988; 37: 785.
22. Bowden K, Fabian WMF. Unpublished results.
23. (a) Rasmussen RS, Tunnicliff DD, Brattain RR. J. Am. Chem. Soc. 1949; 71: 1068;
24. (b) Shen Q, Hagen K. J. Phys. Chem. 1987; 91: 1357;
25. (c) More M, Odou G, Lefebvre J. Acta Crystallogr. Struct. Sci. Sect. B 1987; 43: 398. and references cited therein.
26. Deslongchamps P. Stereoelectronic Effects in Organic Chemistry. Pergamon Press: Oxford, 1983.