Activated cyclooctenones are effective dienophiles

Canadian Journal of Chemistry

Volumn 75, Issue 6, 1997, Pages 899-912

  Liu, Hsing Jang ^a   Wang, Dan Xiong ^a   Kim, Jeung Bea ^a,c   Browne, Eric N C ^a,d   Wang, Yu ^b  

^a UNIVERSITY OF ALBERTA   (Canada)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^c Keimyung University   (South Korea)

^d PFIZER INC   (United States)

Author keywords

2 carbalkoxy 2 cyclooctenones; Diels Alder reaction; Six eight fused ring system

Indexed keywords

ADDITION REACTIONS; CATALYSTS; CONFORMATIONS;

CYCLIC COMPOUNDS; DIELS-ALDER REACTION;

KETONES;

EID: 0031165474     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v97-108     Document Type: Article

References (24)

1. H.J. Liu, W.L. Yeh, and E.N.C. Browne. Can. J. Chem. 73, 1135 (1995).
2. H.J. Liu, W.L. Yeh, and S.Y. Chew. Tetrahedron Lett. 34, 4435 (1993).
3. H.J. Liu and W.L. Yeh. Heterocycles, 42, 493 (1996).
4. K.S. Shia. Ph.D. Dissertation, The University of Alberta, 1995.
5. O.D. Hensens. J. Org. Chem. 56, 3399 (1991).
6. M.C. Wani, H.L. Taylor, M.E. Wall, P. Coggon, and A.T. McPhail. J. Am. Chem. Soc. 93, 2325 (1971).
7. U. Leuer and T. Arke. J. Antibiot. 42, 875 (1989).
8. J.S. Liu and H.X. Zhou. Huaxue Xuebao, 49, 412 (1991).
9. H.J. Liu and S.P. Majumdar. Synth. Commun. 5, 125 (1975).
10. J.M. Renga and H.J. Reich. Org. Synth. Coll. Vol. VI, 23 (1988).
11. A.S. Kende and P. Fludzinski. Org. Synth. Coll. Vol. VII, 208 (1990).
12. H.J. Liu, E.N.C. Browne, and S.Y. Chew. Can. J. Chem. 66, 2345 (1988).
13. H.J. Liu, G. Ulibarri, and L.A.K. Nelson. Can. J. Chem. 72, 2416 (1994).
14. R.E. Ireland and W.J. Thompson. J. Org. Chem. 44, 3041 (1979).
15. H.J. Liu and E.N.C. Browne. Can. J. Chem. 65, 1262 (1987).
16. R.P. Arshinova. Russ. Chem. Rev. 57, 1142 (1988).
17. E.D. Mihelich and D.J. Eickhoff. J. Org. Chem. 48, 4135 (1983).
18. S.L. Patt and J.N. Schoolery. J. Magn. Reson. 46, 535 (1982).
19. A.P. Krapcho, J. Diamanti, C. Cayen, and R. Bingham. Org. Synth. Coll. Vol. V, 198 (1973).
20. R.D. Clark and K.G. Untch. J. Org. Chem. 44, 248 (1979).
21. B. Milenkov and M. Hesse. Helv. Chim. Acta, 69, 1323 (1986).
22. Y. Ohtsuka and T. Oishi. Chem. Pharm. Bull. 31, 454 (1983).
23. J.A. Marshall and J.J. Partridge. J. Org. Chem. 33, 4090 (1968).
24. H.J. Liu, G. Ulibarri, and E.N.C. Browne. Can. J. Chem. 70, 1545 (1992).