Novel chiral thioureas for highly enantioselective Michael reactions of malonates to nitroalkenes

Chinese Chemical Letters

Volumn 20, Issue 3, 2009, Pages 310-313

  Yan, Li Jun ^a   Liu, Quan Zhong ^a   Wang, Xue Lian ^a  

^a CHINA WEST NORMAL UNIVERSITY   (China)

Author keywords

Enantioselectivities; Michael addition; Nitroalkene and malonate; Thiourea

Indexed keywords

EID: 59349091141     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2008.11.021     Document Type: Article

References (23)

1. For reviews of enantioselective organocatalysis, see:
2. Dalko P.I., and Moisan L. Angew. Chem. Int. Ed. 40 (2001) 3726
3. Dalko P.I., and Moisan L. Angew. Chem. Int. Ed. 43 (2004) 5138
4. Taylor M.S., and Jacobsen E.N. Angew. Chem. Int. Ed. 45 (2006) 1520
5. Dondoni A., and Massi A. Angew. Chem. Int. Ed. 47 (2008) 4638
6. Berkessel A., and GrÖger H. Metal-Free Organic Catalysis, in: Asymmetric Synthesis (2004), Wiley-VCH, Weinheim
7. Houk K.N., and List B. Acc. Chem. Res. 37 (2004) 487
8. Yu X.H., and Wang W. Chem. Asian J. 3 (2008) 516
9. Connon S.J. Chem. Commun. (2008) 2499
10. Amantini D., Fringuelli F., Piermatti O., Pizzo F., and Vaccaro L. J. Org. Chem. 68 (2003) 9263
11. Taylor E.C., and Liu B. J. Org. Chem. 68 (2003) 9938
12. Poupart M.A., Fazal G., Goulet S., and Mar L.T. J. Org. Chem. 64 (1999) 1356
13. Kamlet M.J., Kaplan L.A., and Dacons J.C. J. Org. Chem. 26 (1961) 4371
14. Wang C.J., Zhang Z.H., Dong X.Q., and Wu X.J. Chem. Commun. (2008) 1431
15. Liu K., Cui H.F., Nie J., Dong K.Y., Li X.J., and Ma J.A. Org. Lett. 9 (2007) 923
16. Wang J., Li H., Duan W., Zu L., and Wang W. Org. Lett. 7 (2005) 4713
17. Unpublished results.
18. For syntheses of nitroalkenes, see:
19. Duursma A., Minnaard A.J., and Feringa B.L. Tetrahedron 58 (2002) 5773
20. Bowman R.K., and Johnson J.S. J. Org. Chem. 69 (2004) 8537
21. Evans D.A., and Seidel D. J. Am. Chem. Soc. 127 (2005) 9958
22. Li H.M., Wang Y., Tang L., and Deng L. J. Am. Chem. Soc. 126 (2004) 9906
23. Okino T., Hoashi Y., and Takemoto Y. J. Am. Chem. Soc. 125 (2003) 12672