BF3-OEt2-mediated rearrangement of 4-substituted-5,5-diphenylazepan-4-ols

Tetrahedron

Volumn 63, Issue 15, 2007, Pages 3098-3101

  Chang, Meng Yang ^a   Kung, Yung Hua ^a   Wu, Tsun Cheng ^a  

^a NATIONAL UNIVERSITY OF KAOHSIUNG   (Taiwan)

Author keywords

3,3 Diphenylpyrrolidine; 5,5 Diphenylazepan 4 one; Boron trifluoride etherate; Grignard reagent; m Chloroperoxybenzoic acid

Indexed keywords

BORON TRIFLUORIDE; PYRROLIDINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 33847686840     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.02.030     Document Type: Article

References (29)

1. Chang M.-Y., Kung Y.-H., and Chen S.-T. Tetrahedron Lett. 47 (2006) 4865
2. Chang M.-Y., Kung Y.-H., and Chen S.-T. Tetrahedron 62 (2006) 10843
3. Chang M.-Y., Kung Y.-H., Ma C.-C., and Chen S.-T. Tetrahedron 63 (2007) 1339
4. Chang M.-Y., Lin C.-Y., and Pai C.-L. Heterocycles 68 (2006) 1941
5. Chang M.-Y., Lin C.-Y., and Ong C.-W. Heterocycles 68 (2006) 2031
6. Chang M.-Y., Kung Y.-H., and Wu T.-C. Heterocycles 68 (2006) 2365
7. Chang M.-Y., Wang S.-Y., and Pai C.-L. Tetrahedron Lett. 47 (2006) 6389
8. Chang M.-Y., Pai C.-L., and Kung Y.-H. Tetrahedron Lett. 46 (2005) 8463
9. Chang M.-Y., Pai C.-L., and Kung Y.-H. Tetrahedron Lett. 47 (2006) 855
10. Chang M.-Y., Pai C.-L., and Lin C.-Y. Tetrahedron Lett. 47 (2006) 3641
11. Chang M.-Y., Lin C.-Y., and Wu T.-C. Tetrahedron 62 (2006) 12334
12. Chang M.-Y., Kung Y.-H., and Ma C.-C. Tetrahedron Lett. 48 (2007) 199
13. Lyle R.E., and Lyle G.G. J. Am. Chem. Soc. 76 (1954) 3536
14. Nagai Y., and Uno H. Chem. Pharm. Bull. 27 (1979) 2056
15. Finney Z.G., and Riley T.N. J. Med. Chem. 23 (1980) 895
16. Kaito C., Sakamoto K., Sakamoto M., Yamauchi A., and Kihara M. Heterocycles 68 (2006) 2319
17. Chang M.-Y., Wu T.-C., Lin C.-Y., and Hung C.-Y. Tetrahedron Lett. 47 (2006) 8347
18. CCDC 630263 (compound 3) and CCDC 628562 (compound 4f) contain the supplementary crystallographic data for this paper. This data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033; e-mail: deposit@ccdc.cam.ac.uk).
19. Demoen P.J.A., and Janssen P.A.J. J. Am. Chem. Soc. 81 (1959) 6281
20. Schwartz D.A., and Yates P. Can. J. Chem. 61 (1983) 1126
21. Chen C., Stearns B., Hu T., Anker N., Santini A., Arruda J.M., Campbell B.T., Datta P., Aiyar J., and Munoz B. Bioorg. Med. Chem. Lett. 16 (2006) 746
22. Brown R.F., and van Gulick N.M. J. Am. Chem. Soc. 77 (1955) 1083
23. Peddi S., Roth B.L., Glennon R.A., and Westkaemper R.B. Bioorg. Med. Chem. Lett. 14 (2004) 2279
24. Ciganek E., Read J.M., and Calabrese J.C. J. Org. Chem. 60 (1995) 5795
25. Bexrud J.A., Beard J.D., Leitch D.C., and Schafer L.L. Org. Lett. 7 (2005) 1959
26. Martinez P.H., Hultzsch K.C., and Hampel F. Chem. Commun. (2006) 222
27. Crimmin M.R., Casely I.J., and Hill M.S. J. Am. Chem. Soc. 127 (2005) 2042
28. Riegert D., Collin J., Meddour A., Schulz E., and Trifonov A. J. Org. Chem. 71 (2006) 2514
29. Molander G.A., and Dowdy E.D. J. Org. Chem. 63 (1998) 8983