Site-Selective Diels-Alder Reactions of 7-(Methoxyimino)-4-methylchromene-2,8-dione with Alkenes

Journal of Organic Chemistry

Volumn 62, Issue 3, 1997, Pages 499-502

  Nicolaides, D N ^a   Bezergiannidou Balouctsi, C ^a   Awad, R Wajih ^a   Litinas, K E ^a   Malamidou Xenikaki, E ^a   Terzis, A ^b   Raptopoulou, C P ^b  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

^b INSTITUTE OF NANOSCIENCE AND NANOTECHNOLOGY   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006282098     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9613139     Document Type: Article

References (17)

1. (a) Heine, H. W.; Barchiesi, B.; Williams, E. A. J. Org. Chem. 1984, 49, 2560.
2. (b) Black, D. C.; Craig, D. C.; Heine, H. W.; Kumar, N.; Williams, E. A. Tetrahedron Lett. 1987, 28, 6691.
3. (c) Heine, H. W.; Olsson, C.; Bergin, J. D.; Foresman, J. B.; Williams, E. A. J. Org. Chem. 1987, 52, 97.
4. (d) Heine, H. W.; Schairer, W. C.; Suriano, J. A.; Williams, E. A. Tetrahedron 1988, 44, 3181.
5. (e) Heine, H. W.; Suriano, J. A.; Winkel, C.; Burik, A.; Taylor, C. M.; Williams, E. A. J. Org. Chem. 1989, 54, 5926.
6. (f) Desimoni, G.; Faita, G.; Righetti, P. P. Tetrahedron 1991, 47, 5857.
7. (a) Grummt, U.-W.; Reichenbacher, M.; Paetzold, R. Tetrahedron Lett. 1981, 22, 3945.
8. (b) Vlasenko, T. YA.; Marevtsev, V. S.; Zaichenko, N. L.; Cherkashin, M. I. Izv. Akad. Nauk. SSSR, Ser. Khim. 1990, 9, 2179.
9. McKillop, A.; Sayer, T. S. B. J. Org. Chem. 1976, 41, 1079.
10. Nicolaides, D. N.; Papageorgiou, G. K.; Stephanidou-Stephanatou, J. Tetrahedron 1989, 45, 4585.
11. Nicolaides, D. N.; Awad, R. W.; Varella, E. A. J. Heterocycl. Chem. 1996, 33, 633.
12. Afarinkia, K.; Vinader, V.; Nelson, T. D.; Posner, G. H. Tetrahedron 1992, 48, 9111.
13. The structure of 7 was unequivocally established by X-ray crystallographic analysis (supporting information).
14. Nicolaides, D. N.; Bezergiannidou-Balouktsi, C.; Litinas, K. E.; Malamidou-Xenikaki, E.; Mentzafos, D.; Terzis, A. Tetrahedron 1993, 49, 9127.
15. Marko, I. E.; Evans, G. R. Tetrahedron Lett. 1994, 35, 2771.
16. Murray, R. D. H.; Mendez, I.; Brawn, S. A. in The Natural Coumarins; J. Wiley and Sons Ltd: New York, 1982.
17. The authors have deposited full details of the X-ray structure determination of compounds 7 and 17a with the Cambridge Crystallographic Data Centre. These data can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK.