A novel amine receptor based on the binol scaffold functions as a highly effective chiral shift reagent for carboxylic acids

Organic Letters

Volumn 14, Issue 23, 2012, Pages 5813-5815

  Ma, Qingzhu ^a   Ma, Minshan ^a   Tian, Hongying ^a   Ye, Xiaoxia ^b   Xiao, Hongping ^a   Chen, Lian Hui ^a   Lei, Xinxiang ^a  

^a WENZHOU UNIVERSITY   (China)

^b WENZHOU MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' DIHYDROXY 1,1' BINAPHTHYL; CARBOXYLIC ACID; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; NAPHTHOL DERIVATIVE; OXYGEN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CARBOXYLIC ACIDS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; NAPHTHOLS; OXYGEN;

EID: 84870950189     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3027686     Document Type: Article

References (34)

1. Voet, D.; Voet, J. G. Biochemistry; John Wiley & Sons: New York, 1990.
2. Nicolaou, K. C.; Sorensen, E. J. Classics in Total Synthesis; VCH: Weinheim, Germany, 1996.
3. Nicolaou, K. C.; Snyder, S. A. Classics in Total Synthesis II; Wiley-VCH: Weinheim, Germany, 2003.
4. Webb, T. H.; Wilcox, C. S. Chem. Soc. Rev. 1993, 22, 383-395
5. Pu, L. Chem. Rev. 2004, 104, 1687-1716
6. Lin, J.; Rajaram, A. R.; Pu, L. Tetrahedron 2004, 60, 11277-11281
7. Lin, J.; Hu, Q.-S.; Xu, M.-H.; Pu, L. J. Am. Chem. Soc. 2002, 124, 2088-2089
8. Tejeda, A.; Oliva, A. I.; Simón, L.; Grande, M.; Caballero, M. C.; Morán, J. R. Tetrahedron Lett. 2000, 41, 4563-4566
9. Kyne, G. M.; Light, M. E.; Hursthouse, M. B.; de Mendoza, J.; Kilburn, J. D. J. Chem. Soc., Perkin Trans. 1 2001, 1258-1263
10. Ishii, T.; Crego-Calama, M.; Timmerman, P.; Reinhoudt, D. N.; Shinkai, S. Angew. Chem., Int. Ed. 2002, 41, 1924-1929
11. Breccia, P.; Gool, M. V.; Pérez-Fernández, R.; Martín-Santamaría, S.; Gago, F.; Prados, P.; de Mendoza, J. J. Am. Chem. Soc. 2003, 125, 8270-8284
12. Davis, A. P.; Lawless, L. J. Chem. Commun. 1999, 1, 9-10
13. Lawless, L. J.; Blackburn, A. G.; Ayling, A. J.; Pérez- Payán, M. N.; Davis, A. P. J. Chem. Soc., Perkin Trans. 1 2001, 1329-1341
14. Baragana, B.; Blackburn, A. G.; Breccia, P.; Davis, A. P.; de Mendoza, J.; Padrón-Carrillo, J. M.; Prados, P.; Riedner, J.; de Vries, J. G. Chem.î-̧Eur. J. 2002, 8, 2931-2936
15. González-Álvarez, A.; Alfonsob, I.; Gotor, V. Tetrahedron Lett. 2006, 47, 6397-6400
16. Wang, W. G.; Ma, F. N.; Shen, X. M.; Zhang, C. Tetrahedron: Asymmetry 2007, 18, 832-837
17. Yang, X. M.; Wu, X. J.; Fang, M. H.; Yuan, Q.; Fu, E. Q. Tetrahedron: Asymmetry 2006, 17, 916-921
18. Demirtas, H. N.; Bozkurt, S.; Durmaz, M.; Yilmaz, M.; Sirit, A. Tetrahedron: Asymmetry 2008, 19, 2020-2025
19. Altava, B.; Burguete, M. I.; Carbó, N.; Escorihuela, J.; Luis, S. V. Tetrahedron: Asymmetry 2010, 21, 982-989
20. Bozkurt, S.; Durmaz, M.; Naziroglu, H. M.; Yilmaz, M.; Sirit, A. Tetrahedron: Asymmetry 2011, 22, 541-549
21. Liu, L.; Ye, M. D.; Hu, X. G.; Yu, X. C.; Zhang, L. X.; Lei, X. X. Tetrahedron: Asymmetry 2011, 22, 1667-1671
22. Cuevas, F.; Ballester, P.; Pericás, M. A. Org. Lett. 2005, 7, 5485-5487
23. Ema, T.; Tanida, D.; Sakai, T. J. Am. Chem. Soc. 2007, 129, 10591-10596
24. Ma, F.; Ai, L.; Shen, X.; Zhang, C. Org. Lett. 2007, 9, 125-127
25. Yang, D.; Li, X.; Fan, Y.-F.; Zhang, D.-W. J. Am. Chem. Soc. 2005, 127, 7996-7997
26. Chen, Y.; Yekta, S.; Yudin, A. K. Chem. Rev. 2003, 103, 3155-3212
27. Brunel, J. M. Chem. Rev. 2005, 105, 857-898
28. Pu, L. Chem. Rev. 2004, 104, 1687-1716
29. Zhao, J. Z.; Fyles, T. M.; James, T. D. Angew. Chem., Int. Ed. 2004, 43, 3461-3464
30. Liu, H. L.; Hou, X. L.; Pu, L. Angew. Chem., Int. Ed. 2009, 48, 382-385
31. Liu, H. L.; Peng, Q.; Wu, Y. D.; Chen, D.; Hou, X. L.; Sabat, M.; Pu, L. Angew. Chem., Int. Ed. 2010, 49, 602-606
32. Chen, X.; Huang, Z.; Chen, S. Y.; Li, K.; Yu, X. Q.; Pu, L. J. Am. Chem. Soc. 2010, 132, 7297-7299
33. Liu, Y.-H.; Chen, L.-H.; Shi, M. Adv. Synth. Catal. 2006, 348, 973-979
34. Jacob, P., III. J. Org. Chem. 1982, 47, 4165-4167