A simple method for the preparation of functionalized trisubstituted alkenes and α,β,γ,δ-unsaturated carbonyl compounds by using natural amino acid l-tryptophan

Catalysis Communications

Volumn 11, Issue 7, 2010, Pages 656-659

  Hu, Ying ^a   He, Yan Hong ^a   Guan, Zhi ^a  

^a SOUTHWEST UNIVERSITY   (China)

Author keywords

Acetylacetone; Aldehyde; Ethyl acetoacetate; Knoevenagel condensation; l tryptophan

Indexed keywords

ACETYLACETONE; ETHYLACETOACETATE; FUNCTIONALIZED; GOOD YIELD; KNOEVENAGEL CONDENSATION; L-TRYPTOPHAN; NATURAL AMINO ACIDS; ROOM TEMPERATURE; SIMPLE METHOD; TRISUBSTITUTED ALKENES; UNSATURATED ALDEHYDES; UNSATURATED CARBONYL COMPOUNDS;

ACETONE; ALDEHYDES; AROMATIC COMPOUNDS; CARBONYLATION; CONDENSATION; OLEFINS; ORGANIC ACIDS; UNSATURATED COMPOUNDS;

AMINO ACIDS;

EID: 76749149512     PISSN: 15667367     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.catcom.2010.01.016     Document Type: Article

References (28)

1. Sakthivel K., Notz W., Bui T., and Barbas III C.F. J. Am. Chem. Soc. 123 (2001) 5260-5267
2. Westermann B., and Neuhaus C. Angew. Chem. Int. Ed. 44 (2005) 4077-4079
3. Rasalkar M.S., Potdar M.K., Mohile S.S., and Salunkhe M.M. J. Mol. Catal. A: Chem. 235 (2005) 267-270
4. Wang Y., Shang Z.C., Wu T.X., Fan J.C., and Chen X. J. Mol. Catal. A: Chem. 253 (2006) 212-221
5. Ma D., and Cai Q. Acc. Chem. Res. 41 (2008) 1450-1460
6. List B. Tetrahedron 58 (2002) 5573-5590
7. Aplander K., Ding R., Lindström U.M., Wennerberg J., and Schultz S. Angew. Chem. Int. Ed. 46 (2007) 4543-4546
8. Bogevig A., Kumaragurubaran N., Juhl K., Zhuan W., and Jorgensen K.A. Angew. Chem. Int. Ed. 41 (2002) 1790-1793
9. Papori G., and Babulal D. Tetrahed. Lett. 50 (2009) 897-900
10. Vijaikumar S., Dhakshinamoorthy A., and Pitchumani K. Appl. Catal. A. 340 (2008) 25-32
11. Z. Jiang, Z. Liang, X. Wu, Y. Lu, Chem. Commun. (Cambridge, UK) (2006) 2801-2803.
12. Jones G. Org. React. Wiley, New York 15 (1967) 204-599
13. Xin X., Guo X., Duan H.F., Lin Y.J., and Sun H. Catal. Commun. 8 (2007) 115-117
14. Ryabukhin S.V., Plaskon A.S., Volochnyuk D.M., Pipko S.E., Shivanyuk A.N., and Tolmachev A.A. J. Comb. Chem. 9 (2007) 1073-1078
15. Tietze L.F. Chem. Rev. 96 (1996) 115-136
16. In: Reeves R.L., and Patai S. (Eds). The Chemistry of Carbonyl Compounds (1996), Interscience Publishers, New York p. 567
17. Ayoubi S.A.E., Texier-Baullet F., and Hamelin J. Synthesis (1994) 258-260
18. Tietze L.F., and Beifuss U. In: Trost B.M., Fleming I., and Heathcock C.H. (Eds). Comprehensive Organic Synthesis vol. 2 (1991), Pergamon Press, Oxford 341-392
19. Texier-Boullet F., and Foucaud A. Tetrahed. Lett. 23 (1982) 4927-4928
20. Yamawaki J., Kawate T., Ando T., and Hanafusa T. Bull. Chem. Soc. Jpn. 56 (1983) 1885-1886
21. Cabello J.A., Campelo J.M., Garcia A., Luna D., and Marinas J.M. J. Org. Chem. 49 (1984) 5195-5197
22. Reddy T.I., and Varma R.S. Tetrahed. Lett. 38 (1997) 1721-1724
23. D.J. Macquarrie, D.B. Jackson, Chem. Commun. (1997) 1781-1782.
24. Bigi F., Chesini L., Maggi R., and Sartori G. J. Org. Chem. 64 (1999) 1033-1035
25. Wang S., Ren Z., Cao W., and Tong W. Synth. Commun. 31 (2001) 673-677
26. Yadav J.S., Bhunia D.C., VamshiKrishna K., and Srihari P. Tetrahed. Lett. 50 (2009) 2470-2473
27. Santamarta F., Verdi{dotless}a P., and Tojo E. Catal. Commun. 9 (2008) 1779-1781
28. Paun C., Barklie J., Goodrich P., Gunaratne H.Q.N., McKeown A., Parvulescu V.I., and Hardacre C. J. Mol. Catal. A: Chem. 269 (2007) 64-71