A mild method for cleavage of N-Tos protected amines using mischmetal and TiCl4

Tetrahedron Letters

Volumn 49, Issue 8, 2008, Pages 1373-1375

  Vellemäe, Eerold ^a   Lebedev, Oleg ^a   Mäeorg, Uno ^a  

^a UNIVERSITY OF TARTU   (Estonia)

Author keywords

Amines; Deprotection; Mischmetal; TiCl4; Tos

Indexed keywords

AMINE; AMINO ACID DERIVATIVE; CERIUM; HYDRAZINE DERIVATIVE; LANTHANUM; NEODYMIUM; PRASEODYMIUM; TITANIUM TETRACHLORIDE; TOLUENESULFONAMIDE DERIVATIVE; TOLUENESULFONIC ACID DERIVATIVE;

ARTICLE; COLUMN CHROMATOGRAPHY; DEPROTECTION REACTION;

EID: 38349164123     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.098     Document Type: Article

References (21)

1. Greene T.W., and Wuts P.G. Protective Groups in Organic Synthesis. 4th ed. (2007), J. Wiley & Sons, Inc, New York
2. Art J.F., Kestemont J.P., and Soumillion J.Ph. Tetrahedron Lett. 32 (1991) 1425-1428
3. Roemmele R.C., and Rapoport H. J. Org. Chem. 53 (1988) 2367-2371
4. Schultz A.G., McCloskey P.J., and Court J.J. J. Am. Chem. Soc. 109 (1987) 6496-6502
5. Schön I. Chem. Rev. 84 (1984) 287-297
6. Gold E.H., and Babad E. J. Org. Chem. 37 (1972) 2208-2210
7. Jordis U., Sauter F., Siddiqi S.M., Küenburg B., and Bhattacharya K. Synthesis (1990) 925-930
8. Kudav D.P., Samant S.P., and Hosangandi B.D. Synth. Commun. 17 (1987) 1185-1187
9. Oppolzer W., Bienayme H., and Genovois-Borella A. J. Am. Chem. Soc. 113 (1991) 9660-9661
10. Weisblat D.I., Magerlein B.J., and Myers D.R. J. Am. Chem. Soc. 75 (1953) 3630-3632 and references therein
11. Alonso E., Ramon D.J., and Yus M. Tetrahedron 53 (1997) 14355-14368
12. Alonso D.A., and Andersson P.G. J. Org. Chem. 63 (1998) 9455-9461
13. Bradshaw J.S., Krakowiak K.E., and Izatt R.M. Tetrahedron 48 (1992) 4475-4515
14. Nyasse B., Grehn L., and Ragnarsson U. Chem. Commun. (1997) 1017-1018
15. Chavez F., and Sherry A.D. J. Org. Chem. 54 (1989) 2990-2992
16. Nayak S.K. Synthesis (2000) 1575-1578
17. Sridhar M., Kumar A., and Narender R. Tetrahedron Lett. 39 (1998) 2847-2850
18. Vellemäe E., Lebedev O., and Mäeorg U. J. Chem. Res. 3 (2006) 685-687 and references therein
19. Vedejs E., and Lin S. J. Org. Chem. 59 (1994) 1602-1603
20. Mäeorg U., Pehk T., and Ragnarsson U. Acta Chem. Scand. 53 (1999) 1127-1133
21. Lannou M.I., Hélion F., and Namy J.L. Tetrahedron 59 (2003) 10551-10565