Novel chiral imidazole cyclophane receptors: Synthesis and enantioselective recognition for amino acid derivatives

Chemical Communications

Volumn 1, Issue 18, 2001, Pages 1816-1817

  You, Jing Song ^a,b   Yu, Xiao Qi ^a   Xiang, Qing Xiang ^a   Lan, Jing Bo ^a   Xie, Ru Gang ^a  

^a SICHUAN UNIVERSITY   (China)

^b CHENGDU INSTITUTE OF BIOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; BROMINE DERIVATIVE; CYCLOPROPANE; ESTER DERIVATIVE; HISTIDINE; IMIDAZOLE CYCLOPROPANE RECEPTOR; IMIDAZOLE DERIVATIVE; RECEPTOR; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; MOLECULAR RECOGNITION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0035929262     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b103325p     Document Type: Article

References (31)

1. J.-M. Lehn, Supramolecular Chemistry. Concepts and Perspectives, VCH, Weinheim, 1995;
2. J. Rebek, Jr, Chem. Soc.Rev., 1996,25,255;
3. D. Philp and J. F. Stoddart, Angew. Chem, Int. Ed. Engl., 1996, 35, 1154;
4. Y. Murakami, J. Kikuchi, Y. Hisaeda and O. Hayashida, Chem. Rev., 1996, 96, 721;
5. S. H. Gllman, Chem. Rev, 1997, 95, 2529.
6. T. H. Webb and C. S. Wilcox, Chem. Soc. Rev, 1993, 22, 383.
7. F. Vogtle, Cyclophane Chemistry, Wiley, Chichester, 1993;
8. F. Diederich, Cyclophanes, Ed. J. F. Stoddart, The Royal Society of Chemistry, Cambridge, 1991.
9. H. Dugas, Bioorganic Chemistry, 3rd edn., Springer-Verlag, New York, 1996;
10. J.-M. Lehn, Comprehensive Supramolecular Chemistry: Vol. 4 Supramolecular reactivity and transport: bioorganic systems, Eds. J. L. Atwood, J. E. D. Davies, D. D. MacNicol, F. Vogtle and Y. Murakami, Pergamon, Oxford, 1996.
11. M. M. Luo, S. J. Guo, C. H. Zhou and R. G. Xie, Heterocycles, 1995, 41, 1421;
12. C. H. Zhou, R. G. Xie and H. M. Zhao, Org. Prep. Proc. Int., 1996, 28, 345;
13. Z. L. Liu, C. H. Zhou, X. Y. Su and R. G. Xie, Synth. Commun., 1999, 29, 2979.
14. J. S. You, X. Q. Yu, C. L. Liu and R. G. Xie, Synth Commun, 1999,29, 2447.
15. E. Alcalde, M. Alemany and M. Gisbert, Tetrahedron, 1996, 52, 15171;
16. Z. Shi and R. P. Thummel, J. Org. Chem, 1995,60,5935;
17. J. P. Gasparini, R. Gassend, J. C. Maire and J. Elguero, J. Organometal. Chem, 1980, 188, 141.
18. G. Schill, H. Neubauer, K. Rothmaier and H. Zollenkopf, Synthesis, 1971, 436;
19. G. I. Isele and A. Luttringhan, Synthesis, 1971, 266;
20. M. S. Manhas and S. J. Jeng, J. Org. Chem, 1967, 32, 1246.
21. H. Benesi and J. H. Hildebrand, J. Am. Chem. Soc, 1949, 71, 2703;
22. F. Cramer, W. Saenger and H. C. Spatz, J. Am Chem. Soc., 1967, 89, 14.
23. R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc, 1995,117, 259;
24. Y. Kuroda, Y. Kato, T. Higashioji, J. Hasegawa, S. Kawanami, M. Takahashi, N. Shiraishi, K. Tanabe and H. Ogoshi, J. Am. Chem. Soc, 1995,117,10950;
25. Y. Liu, Y. Zhang, S. Sun, Y. Li and R. Chen, J. Chem. Soc., Perkin Trans. 2, 1997, 1609;
26. Y. Liu, Y. M. Zhang, A. D. Qi, R. T. Chen, K. Yamamoto, T. Wada and Y. Inoue, J. Org. Chem, 1997, 62, 1826;
27. Q. Zheng, C. Chen and Z. Huang, Tetrahedron, 1997, 53, 10345;
28. K. Naemura, K. Nishioka, K. Ogasahara, Y. Nishikawa, K. Hirose and Y. Tobe, Tetrahedron: Asymmetry, 1998, 9, 563.
29. D. A. Dougherty, Science, 1996, 271, 163;
30. R. Arnecke, R. Cacciapaglia, A. D. Cort and L. Mandolini, Tetrahedron, 1997, 53, 4901;
31. S. M. Ngola, P. C. Kearney, S. Mecozzi, K. Russell and D. A. Dougherty, J. Am. Chem. Soc., 1999, 121, 119.