A new method of constructing dearomatized compounds using triazene

Tetrahedron

Volumn 62, Issue 47, 2006, Pages 10854-10858

  Nishiwaki, Keiji ^a   Ogawa, Takashi ^a   Tagami, Ken ichi ^a   Tanabe, Genzoh ^a   Muraoka, Osamu ^a   Matsuo, Keizo ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

Dearomatization; Tetrahydrobenzotriazine derivatives; Triazene

Indexed keywords

CARBON; PIPERIDINE; PROLINE DERIVATIVE; TRIAZENE DERIVATIVE; TRIAZINE DERIVATIVE;

AROMATIZATION; ARTICLE; CHEMICAL BOND; CHEMICAL PROCEDURES; CHEMICAL REACTION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 33749535362     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.09.001     Document Type: Article

References (36)

1. Bach T. Angew. Chem., Int. Ed. 35 (1996) 729 and references cited therein
2. Woodward R.B. J. Am. Chem. Soc. 62 (1940) 1208
3. Auwers K., and Keil G. Chem. Ber. 35 (1902) 4207
4. Alder E., Brasen S., and Miyake H. Acta Chem. Scand. 25 (1971) 2055
5. Becker H.-D., Bremholt T., and Alder E. Tetrahedron Lett. (1972) 4205
6. Carless H.A.J. Tetrahedron: Asymmetry 3 (1992) 795
7. Harman W.D. Chem. Rev. 97 (1997) 1953 and references cited therein
8. Kundig E.P., Amurrio D., Anderson G., Beruben D., Khan K., Ripa A., and Ronggang L. Pure Appl. Chem. 69 (1997) 543
9. Saito S., Shimada K., Yamamoto H., de Marigorta E.M., and Fleming I. Chem. Commun. (1997) 1299
10. Boivin J., Yousfi M., and Zard S.Z. Tetrahedron Lett. 38 (1997) 5985
11. Berger R., Ziller J.W., and Van Vranken D.L. J. Am. Chem. Soc. 120 (1998) 841
12. For review, see:. Clayden J. In: Harmata M. (Ed). Strategies and Tactics in Organic Synthesis Vol. 4 (2004), Elsevier, London 71-96
13. Clayden J., Knowles F.E., and Baldwin I.R. J. Am. Chem. Soc. 127 (2005) 2412
14. Clayden J., Turnbull R., Helliwell M., and Pinto I. Chem. Commun. (2004) 2430
15. Clayden J., Menet C.J., and Mansfield D.J. Chem. Commun. (2002) 38
16. Clayden J., Tchabanenko K., Yasin S.A., and Turnbull M.D. Synlett (2001) 302
17. Clayden J., and Tchabanenko K. Chem. Commun. (2000) 317
18. Ahmed A., Clayden J., and Rowley M. Synlett (1999) 1954
19. Ahmed A., Clayden J., and Yasin S.A. Chem. Commun. (1999) 231
20. Ahmed A., Clayden J., and Rowley M. Chem. Commun. (1998) 297
21. Bragg R.A., and Clayden J. Tetrahedron Lett. 40 (1999) 8323
22. Ahmed A., Clayden J., and Rowley M. Tetrahedron Lett. 39 (1998) 6103
23. Bolton R.E., Moody C.J., and Rees C.W. J. Chem. Soc., Perkin Trans. 1 (1989) 2136
24. Fernandez I., Ruiz-Gomez G., Alfonso I., Iglesias M.J., and Lopez-Ortiz F. Chem. Commun. (2005) 5408
25. Moran-Ramallal A., Fernandez I., Lopez-Ortiz F., and Gonzalez J. Chem.-Eur. J. 11 (2005) 3022
26. Fernandez I., Lopez-Ortiz F., Tejerina B., and Garcia-Granda S. Org. Lett. 3 (2001) 1339
27. For general review, see:
28. Bräse S. Acc. Chem. Res. 37 (2004) 805
29. Kimball D.B., and Haley M.M. Angew. Chem., Int. Ed. 41 (2002) 3338
30. Moore J.S. Acc. Chem. Res. 30 (1997) 402
31. Nishiwaki K., Ogawa T., and Matsuo K. Angew. Chem., Int. Ed. 41 (2002) 484
32. Nishiwaki K., Ogawa T., and Matsuo K. Tetrahedron 62 (2006) 7034
33. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-164871.
34. Stewart J.J.P. QCPE Bull. 5 (1985) 2823
35. Fan H.-F. Structure Analysis Programs with Intelligent Control (1991), Rigaku Corporation, Tokyo, Japan
36. Crystal Structure Analysis Package (1985), Molecular Structure Corporation, Tokyo, Japan and 1999