New methodology for the preparation of N-tosyl aziridine-2-carboxylates

Tetrahedron Letters

Volumn 48, Issue 37, 2007, Pages 6509-6513

  Marzorati, Liliana ^a   Barazzone, Giovana C ^a   Bueno Filho, Marco A ^a   Wladislaw, Blanka ^a   Di Vitta, Claudio ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ENANTIOMER; ENANTIOSELECTIVITY; PHASE SEPARATION; PHASE TRANSITION; REACTION ANALYSIS;

EID: 34547765856     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.054     Document Type: Article

References (40)

1. Sweeney J.B. Chem. Soc. Rev. 31 (2002) 247 and references cited therein
2. Tanner D. Angew. Chem., Int. Ed. Engl. 33 (1994) 599
3. Atkinson R.S. Tetrahedron 55 (1999) 1519
4. Zwanenburg B., and ten Holt P. Top. Curr. Chem. 216 (2001) 93
5. Lee W.K., and Ha H.-J. Aldrichim. Acta 36 (2003) 57
6. Beresford K.J.M., Church N.J., and Young D.W. Org. Biomol. Chem. 4 (2006) 2888
7. McCoull W., and Davis F.A. Synthesis (2000) 1347
8. Hu X.E. Tetrahedron 60 (2004) 2701
9. Osborn H.M.I., and Sweeney J. Tetrahedron: Asymmetry 8 (1997) 1693
10. Li A.-H., and Dai L.-X. Chem. Rev. 97 (1997) 2341
11. Mitchinson A., and Nadin A. J. Chem. Soc., Perkin Trans. 1 (2000) 2862
12. Cardillo G., Gentilucci L., and Tolomelli A. Aldrichim. Acta 36 (2003) 39
13. Bisol T.B., and Sá M.M. Quim. Nova 30 (2007) 106
14. Sudo A., Morioka Y., Sanda F., and Endo T. Tetrahedron Lett. 45 (2004) 1363
15. Tanner D., Harden A., Johansson F., Wyatt P., and Andersson P.G. Acta Chem. Scand. 50 (1996) 361
16. Baldwin J.E., Spivey A.C., Schofield C.J., and Sweeney J.B. Tetrahedron 49 (1993) 6309
17. Li Z., Conser K.R., and Jacobsen E.N. J. Am. Chem. Soc. 115 (1993) 5326
18. Evans D.A., Faul M.M., Bilodeau M.T., Anderson B.A., and Barnes D.M. J. Am. Chem. Soc. 115 (1993) 5328
19. Evans D.A., Faul M.M., and Bilodeau M.T. J. Am. Chem. Soc. 116 (1994) 2742
20. Li Z., Quan R.W., and Jacobsen E.N. J. Am. Chem. Soc. 117 (1995) 5889
21. Gillespie K.M., Sanders C.J., O'Shaughnessy P., Westmoreland I., Thickitt C.P., and Scott P. J. Org. Chem. 67 (2002) 3450
22. Jain S.L., and Sain B. Tetrahedron Lett. 44 (2003) 575
23. Chanda B.M., Vyas R., and Landge S.S. J. Mol. Catal. A: Chem. 223 (2004) 57
24. Chen D., Kim S.H., Hodges B., and Li G. Arkivoc (2003) 56
25. Chen D., Timmons C., Guo L., Xu X., and Li G. Synthesis (2004) 2479
26. Davis F.A., Reddy G.V., and Liang C.-H. Tetrahedron Lett. 38 (1997) 5139
27. Tanner D., Birgersson C., and Dhaliwal H.K. Tetrahedron Lett. 31 (1990) 1903
28. Fujii N., Nakai K., Habashita H., Hotta Y., Tamamura H., Otaka A., and Ibuka T. Chem. Pharm. Bull. 42 (1994) 2241
29. Solomon M.E., Lynch C.L., and Rich D.H. Synth. Commun. 26 (1996) 2723
30. Nakagawa Y., Tsuno T., Nakagima K., Iwai M., Kawai H., and Okawa K. Bull. Chem. Soc. Jpn. 45 (1972) 1162
31. Imae K., Kamachi H., Yamashita H., Okita T., Okuyama S., Tsuno T., Yamasaki T., Sauada Y., Ohbayashi M., Naito T., and Oki T. J. Antibiot. 44 (1991) 76
32. Liotta, C. L.; Burgess, E. M.; Ray, C. C.; Black, E. D.; Fair, B. E. In Mechanism of Phase-Transfer Catalysis: the Omega Phase; ACS Symposium Series 326; American Chemical Society: Washington, DC, 1987; p 15.
33. Starks C.M., Liotta C.L., and Halpern M. Phase-Transfer Catalysis Fundamentals, Application, and Industrial Perspectives (1994), Chapman & Hall, New York Chapter 6, p 277
34. Starks C.M., Liotta C.L., and Halpern M. Phase-Transfer Catalysis Fundamentals, Application, and Industrial Perspectives (1994), Chapman & Hall, New York p 275
35. Starks C.M., Liotta C.L., and Halpern M. Phase-Transfer Catalysis Fundamentals, Application, and Industrial Perspectives (1994), Chapman & Hall, New York Chapter 4, p 128
36. Halpern M., Sasson Y., and Rabinovitz M. Tetrahedron 38 (1982) 3183
37. 4S: C, 53.50; H, 7.06; N, 8.91. Found: C, 53.53; H, 6.93; N, 9.08.
38. Stoll A., and Petrzilka T. Helv. Chim. Acta 35 (1952) 589
39. 3.
40. 3).