Selective N-debenzylation of amides with p-TsOH

Tetrahedron Letters

Volumn 44, Issue 5, 2003, Pages 1039-1041

  Chern, Ching Yuh ^a   Huang, Yu Ping ^b   Kan, Wai Ming ^b  

^a CHAOYANG UNIVERSITY OF TECHNOLOGY   (Taiwan)

^b NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

Author keywords

N 2,4 dimethoxybenzylamide; N debenzylation; p TsOH

Indexed keywords

AMIDE; AMINO ACID DERIVATIVE; BENZYL DERIVATIVE; CARBON; PALLADIUM; TOLUENE;

ARTICLE; CHEMICAL MODIFICATION; DEBENZYLATION; EPIMERIZATION; HYDROLYSIS; METHODOLOGY; OXIDATION; REDUCTION; SYNTHESIS;

EID: 0037467897     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02738-7     Document Type: Article

References (17)

1. Schlessinger R.H., Bebernitz P.L., Poss A.Y. J. Am. Chem. Soc. 107:1985;1777.
2. Shimshock S.S., Waltermire R.E., Deshong P. J. Am. Chem. Soc. 113:1991;8791.
3. Gigg R., Conant R. Carbohydr. Res. 100:1982;C5.
4. Ohgi T., Hecht S.M. J. Org. Chem. 46:1981;1232.
5. Webster F.X., Millar J.G., Silverstein R.M. Tetrahedron Lett. 27:1986;4941.
6. Alonso E., Ramon D.J., Yus M. Tetrahedron. 53:1997;14355.
7. Williams R.M., Kwast E. Tetrahedron Lett. 30:1989;451.
8. Wood J.L., Stoltz B.M., Dietrich H.J. J. Am. Chem. Soc. 117:1995;10413.
9. Wood J.L., Stoltz B.M., Goodman S.N. J. Am. Chem. Soc. 118:1996;10656.
10. Overman L.E., Osawa T. J. Am. Chem. Soc. 107:1985;1698.
11. Mori S., Iwakura H., Takechi S. Tetrahedron Lett. 29:1988;5391.
12. Buenadicha F.L., Bartolame M.T., Aguirre M.J., Avendano C., Sollhuber M. Tetrahedron: Asymmetry. 9:1998;483.
13. Gayathri K., Gopi H.N., Babu V.V.S. Indian J. Chem., Sect. B. 37:1998;151.
14. Eberle A., Fauchere T.L., Tesser G.I., Schwyzer R. Helv. Chim. Acta. 58:1975;2106.
15. Pietta P.G., Cavallo P., Marshall G.R. J. Org. Chem. 36:1971;3966.
16. Brooke G.M., Mohammed S., Whiting M.C. Chem. Commun. 1997;1511.
17. Rigby J.H., Gupta V. Synlett. 1995;547.