Boron tribromide mediated debenzylation of benzylamino and benzyloxy groups

Tetrahedron Letters

Volumn 45, Issue 21, 2004, Pages 4093-4095

  Paliakov, Ekaterina ^a   Strekowski, Lucjan ^a  

^a GEORGIA STATE UNIVERSITY   (United States)

Author keywords

Benzylamino; Benzyloxy; Boron tribromide; Debenzylation

Indexed keywords

BENZYL DERIVATIVE; BENZYLAMINE DERIVATIVE;

AMINATION; ARTICLE; CHEMICAL REACTION; DEBENZYLATION; SUBSTITUTION REACTION;

EID: 2342472116     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.139     Document Type: Article

References (20)

1. Green T.W., Wuts P.G.M. Protective Groups in Organic Synthesis. 1999;Wiley, New York
2. Kocienski P.J. Protecting Groups. 1994;Verlag, Stuttgart
3. Kundu N., Hertzberg P., Hannon S. Tetrahedron Lett. 21:1980;1109-1112
4. Sanyal U., Chakraborti S. Synth. Commun. 12:1982;1047-1054
5. Sanière L., Schmitt M., Bourguignon J.-J. Tetrahedron Lett. 41:2000;671-674
6. Othman M., Decroix B. Synth. Commun. 26:1996;2803-2809
7. Zhu X., Grieg N., Holloway H., Whittaker N., Brossi A., Yu Q. Tetrahedron Lett. 41:2000;4861-4864
8. Strekowski L., Kong S., Cegla M., Harden D. Heterocycles. 29:1989;539-545
9. Ernts, G.; Chapdelaine, M.; Kiessel, D.; Hostetler, G.; McCuley, J. U.S. Patent WO 2001-SE2390, 2002
10. Zhao M., Janda L., Nguyen J., Strekowski L., Wilson W.D. Biopolymers. 34:1994;61-73
11. Chang J.Y., Lee S.W., Park P.J., Han M.J. Macromolecules. 30:1997;8075-8077. and references cited therein
12. Galy J., Vincent E., Galy M., Barbe J., Elguero J. Bull. Soc. Chim. Belg. 90:1981;947-954
13. Strekowski L., Zegrocka O., Windham C., Czarny A. Org. Proc. Res. Dev. 1:1997;384-386
14. Strekowski L., Say M., Henary M., Ruiz P., Manzel L., Macfarlane D.E., Bojarski A.J. J. Med. Chem. 46:2003;1242-1249
15. Janda L., Nguyen J., Patterson S.E., Strekowski L. J. Heterocycl. Chem. 29:1992;1753-1756
16. All new compounds gave satisfactory results of elemental analysis or HRMS data.
17. Yu L., Oost T., Schkeryantz J., Yang J., Janowick D., Fesik S. J. Am. Chem. Soc. 12(5):2003;4444-4450
18. Torigoe Y., Akiyama M., Hirobe M., Okamoto T. Photochemistry. 11:1972;1623-1630
19. Cherng Y.-J. Tetrahedron. 58:2002;887-890
20. Katritzky A.R. Handbook of Heterocyclic Chemistry. 1985;Pergamon, Oxford