Rearrangement of allyl aryl ethers II; Reaction of hydroquinone with a cycloalkenediols

Synthesis

Volumn , Issue 8, 1997, Pages 909-916

  Novák, Lajos ^a   Kovács, Péter ^b   Kolonits, Pál ^a   Hanania, Michel ^a   Fekete, Jenö ^a   Szabó, Éva ^a   Szántay, Csaba ^a,b  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^b CTRL RES INSTITUTE FOR CHEMISTRY   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; CYCLOALKANOL DERIVATIVE; ETHER DERIVATIVE; HYDROQUINONE;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0030868246     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1288     Document Type: Article

References (19)

1. Novák, L.; Pirok, Gy.; Kovács, P.; Kolonits, P.; Szántay, Cs. Tetrahedron 1995, 51, 9367.
2. Tarbell, D. S. Org. React. 1944, 2, 2.
3. Murray, A. W. Org. React. Mech. 1980, 517.
4. Lutz, R. P. Chem. Rev. 1984, 84, 205.
5. Ziegler, F. E. Chem. Rev. 1988, 88, 1423.
6. Ziegler, F. E. Acc. Chem. Res. 1977, 10, 227.
7. Novák, L.; Kovács, P.; Pirok, Gy.; Kolonits, P.; Szabó, É.; Fekete, J.; Weiszfeiler, V.; Szántay, Cs. Synthesis 1995, 693.
8. Novák, L.; Kovács, P.; Kolonits, P.; Szántay, Cs. Heterocycles 1994, 38, 177.
9. Hammond, M. L.; Kopka, I. E.; Zambias, R. A.; Caldwell, Ch. G.; Boyer, J.; Baker, F.; Bach, T.; Luell, S.; McIntyre, D. E. J. Med. Chem. 1989, 32, 1006.
10. Lau, Ch. K.; Belanger, P. C.; Dufresne, C.; Scheigetz, J.; Therien, M.; Fitzsimmons, B.; Yong, R. N.; Ford-Hutchinson, A. W.; Riendean, D.; Denis, D.; Guay, J.; Charleson, S.; Piechuta, H.; McFarlane, C. S.; Chin, S.-H. L.; Eline, D.; Alvaro, R. F.; Miwa, G.; Wals, J. L. J. Med. Chem. 1992, 35, 1299.
11. Blomquist, A. T.; Mayes, W. G. J. Org. Chem. 1945, 10, 134.
12. The authors are grateful to the referee for calling their attention to this possible mechanism.
13. No attempt was made to isolate 7b-f in a pure state.
14. Schenk, G. O.; Dunlap, D. E. Angew. Chem. 1956, 68, 248.
15. Backvall, J. E.; Bystrom, S. E.; Nordberg, R. E. J. Org. Chem. 1984, 49, 4619.
16. Compound 9c was not isolated in a pure state.
17. Sheldrick, G. M. Acta Cryst. 1990, A46, 467.
18. Sheldrick, G. M. SHELXL93 Program for the Refinement of Crystal Structure, University of Göttingen, Germany, 1993.
19. Czugler, M.; Bombiez, P. Z. f. Krist. Manuscript submitted for publication.