Synthesis of new enantiomerically pure N-methyl-N-arylsulfonyl-α-aminonitriles from amino acids

Comptes Rendus Chimie

Volumn 12, Issue 9, 2009, Pages 1066-1071

  Tka, Najeh ^a   Kraïem, Jamil ^a   Kacem, Yakdhane ^a   Hajri, Amira ^a   Ben Hassine, Béchir ^a  

^a FACULTÉ DES SCIENCES DE MONASTIR   (Tunisia)

Author keywords

Amino acids; Acides amin s; Chlorure de thionyle; N methyl N aryksulfonyl aminoamides; N Methyl N arylsulfonyl aminoamides; N Methyl N arylsulfonyl aminonitriles; N methyl N arylsulfonyl aminonitriles; Thionyl chloride

Indexed keywords

EID: 68949092539     PISSN: 16310748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.crci.2008.09.004     Document Type: Article

References (26)

1. DeBorggraeve W.M., Verbist B.M.P., Rombouts F.J.R., Pawar V.G., Smets W.J., Kamoune L., Alen J., Vander Eycken E.V., Compernolle F., and Hoornaert G.J. Tetrahedron 60 (2004) 11597
2. Pawar V.G., Deborggraeve W.M., Robeyns K., Meervelt L.V., Comperrnolle F., and Hoornaert G. Tetrahedron Lett. 47 (2006) 5451
3. Postel D., Nguyen Van Nhien A., Villa P., and Ronco G. Tetrahedron Lett. 42 (2001) 593
4. Postel D., Nguyen Van Nhien A., Villa P., and Ronco G. Tetrahedron Lett. 42 (2001) 1499
5. Ingate S.T., Marco J.L., Witvrouw M., Pannecouque C., and DeClercq E. Tetrahedron 53 (1997) 17795
6. Marco J.L., and Ingate S.T. Tetrahedron Lett. 38 (1997) 4835
7. Duthaler R.O. Tetrahedron 38 (1994) 1539
8. Shafran Y.M., Bakulev V.A., and Mokrushin V.S. Russ. Chem. Rev. 58 (1989) 148
9. Poupaert J., Brylants A., and Crooy P. Synthesis (1972) 622
10. LopezSerrano P., Jongejan J., VanRantwijk F., and Sheldon R.A. Tetrahedron: Asymmetry 12 (2001) 219
11. Sonke T., Kaptein B., Wagner A.F.V., Quaedflieg P.J.L.M., Schultz S., Ernste S., Schepers A., Mommers J.H.M., and Broxterman Q.B.J. Mol. Catal., B: Enzym 29 (2004) 265
12. Spino C. Angew. Chem., Int. Ed. 43 (2004) 11764
13. Groger H. Chem. Rev. 103 (2003) 2795
14. Woolley D.W., Hershey J.W.B., and Jodlowsski H.A. J. Org. Chem. 28 (1963) 2012
15. Thompson S.A., Andreurs P.R., and Hanzlik R.P. J. Med. Chem. 29 (1968) 104
16. Bose D.S., and Jayalokshmi B. J. Org. Chem. 64 (1999) 1713
17. Demko Z.P., and Sharpless K.B. Org. Lett. 4 (2002) 2525
18. Enders D., and Shilvock J.P. Chem. Soc. Rev. 29 (2000) 359
19. Husson H.P., and Royer J. Chem. Soc. Rev. 28 (1999) 383
20. Beaufort-Droal V., Pereira E., Théry V., and Aitken D.J. Tetrahedron 62 (2006) 11948
21. Nazabadioko S., Perez R.J., Brieva R., and Gotor V. Tetrahedron: Asymmetry 9 (1998) 1597
22. Sigman M.S., and Jacobsen E.N. J. Am. Chem. Soc. 120 (1998) 5315
23. Berry B.M., and Craig D. Synlett (1992) 41
24. Freidinger R.M., Hinkle J.S., Perlow D.S., and Arisson B.H. J. Org. Chem. 48 (1983) 77
25. Bakker W.I.I., Familoni O.B., Padfield J., and Snieckus V. Synlett (1997) 1079
26. Kacem Y., Kraiem J., Kerkeni E., Bouraoui A., and Ben Hassine B. Eur. J. Pharm. Sci. 16 (2002) 221