Highly chemo- and regioselective rearrangement of α,β-epoxy ketones to 1,3-dicarbonyl compounds in 5 mol dm-3 lithium perchlorate-diethyl ether medium

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 21, 1999, Pages 3173-3175

  Sankararaman, S ^a   Ncsakumar, J E ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY MADRAS   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000398414     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a905619j     Document Type: Article

References (26)

1. B. Rickborn, in Comprehensive Organic Synthesis, ed. B. M. Trost and I. Fleming, Pergamon Press, New York, 1991, vol. 3, pp. 733775.
2. R. Sudha, K. Malola Narasimhan, V. Geetha Saraswathy and S. Sankararaman, J. Org. Chcm., 1996,61, 1877.
3. H. O. House and R. L. Wasson, J. Am. Client. Soc., 1956, 78, 4394;
4. M. Suzuki, A. Watanabe and R. Noyori, J. Am. Cliem. Soc, 1980, 102, 2095;
5. T. Bharati Rao and J. Madhusudana Rao, Synth. Commun., 1993, 23, 1527;
6. R. D. Bach, M. W. Tubergen and R. C. Klix, Tetrahedron Lett., 1986, 27, 3565;
7. R. D. Bach and R. C. Klix, J. Org. Chem., 1985, 50, 5438;
8. J. R. Williams, G. M. Sarkisian, J. Quigley, A. Hasiuk and R. Vander Venner, J. Org. C/ifm.,1974,39, 1028.
9. H. O. House and G. D. Ryerson, J. Am. Chem. Soc., 1961,83,979.
10. R. D. Bach and R. C. Klix, Tetrahedron Lett., 1985, 26, 985;
11. R. D. Bach and J. M. Domagala, J. Org. Chem., 1984,49,4181.
12. G. Springer, C. Elam, A. Edwards, C. Bowe, D. Boyles, J. Bartmess, M. Chandler, K. West, J. Williams, J. Green, R. M. Pagni and G. W. Kabalka, J. Org. Chem., 1999, 64, 2202;
13. R. M. Pagni, G. W. Kabalka, S. Bains, M. Pleasco, J. Wilson and J. Bartmess, J. Org. Chcm., 1993,58, 3130.
14. V. Geetha Saraswathy and S. Sankararaman, J. Org. Chcm., 1994, 59,4665;
15. V. Geetha Saraswathy and S. Sankararaman, J. Org. Chcm., 1995, 60, 5024;
16. J. Chem. Soc., Perkin Trans. 2, 1996, 29.
17. P. A. Zoretic, R. J. Chambers, G. D. Marbury and A. A. Riebiro, J. Org. C/wm, 1985,50,2981.
18. G. Sathyamoorthi, K. Thangaraj, P. C. Srinivasan and S. Swaminathan, Tetrahedron, 1990,46, 3559.
19. S. Li, K. Lundquist and R. Stomberg, Ada Chem. ScaiuL, 1993, 47, 867;
20. P. S. Kulkarni, S. V. Kamath, K. S. Kamath and N. Sheshgiri, Org. Mass Spcctroni., 1984, 19,482.
21. I. Hideharu and H. Yoshio, Client. Lett., 1978, 1007.
22. T. Inukai and R. Yoshizawa, J. .Org. Chem., 1967,32,404.
23. H. O. House and R. L. Wasson, J. Am. Chcm. Soc., 1957,79, 1488.
24. F. Kunisch, K. Hobert and P. Welzel, Tetrahedron Lett., 1985, 26, 6039.
25. C. M. Cimarusti and J. Wolinsky, J. Org. Chem., 1966,31,4118.
26. R. C. Klix and R. D. Bach, J. Org. Chcm., 1987,52, 580.