Modular approach for synthesis of vicinal diamines containing axial chiral 1,1′-binaphthyl from 1,2-diaminoethane by Pd-catalyzed n-arylation reactions

Organic Letters

Volumn 13, Issue 5, 2011, Pages 1146-1149

  Zhu, Shifa ^a,b   Wang, Chao ^a   Chen, Lijuan ^a   Liang, Renxiao ^a   Yu, Yingfeng ^a   Jiang, Huanfeng ^a  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL; 1,1'-BINAPHTHYL; DIAMINE; ETHYLENEDIAMINE; ETHYLENEDIAMINE DERIVATIVE; IMIDAZOLE; IMIDAZOLE DERIVATIVE; NAPHTHALENE DERIVATIVE; PALLADIUM;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

DIAMINES; ETHYLENEDIAMINES; IMIDAZOLES; MOLECULAR STRUCTURE; NAPHTHALENES; PALLADIUM;

EID: 79952156429     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol103169z     Document Type: Article

References (20)

1. For selected reviews: Lucet, D.; Gall, T. L.; Mioskowski, C. Angew. Chem., Int. Ed. 1998, 37, 2580
2. Kotti, S. R. S. S.; Timmons, C.; Li, G. Chem. Biol. Drug Des. 2006, 67, 101
3. Becker, P. N.; White, M. A.; Bergman, R. G. J. Am. Chem. Soc. 1980, 102, 5676
4. Chong, A. O.; shima, K.; Sharpless, K. B. J. Am. Chem. Soc. 1977, 99, 3420
5. Muniz, K.; Nieger, M. Synlett 2003, 211
6. Muniz, K.; Nieger, M. Chem. Commun. 2005, 2729
7. Backvall, J.-E. Tetrahedron Lett. 1978, 163 Tl: Aranda, V. G.; Barluenga, J.; Aznar, F. Synthesis 1974, 504
8. Du, H.; Zhao, B.; Shi, Y. J. Am. Chem. Soc. 2007, 129, 762
9. Du, H.; Zhao, B.; Shi, Y. Org. Synth. 2009, 86, 315
10. Zhao, B.; Peng, X.; Cui, S.; Shi, Y. J. Am. Chem. Soc. 2010, 132, 11009
11. For selected reviews: Enders, D.; Niemeier, O.; Henseler, A. Chem. Rev. 2007, 107, 5606
12. Marion, N.; Diez-Gonzalez, S.; Nolan, I. P. Angew. Chem., Int. Ed. 2007, 46, 2988
13. Moore, J. L.; Rovis, T. Top. Curr. Chem. 2010, 291, 77 For books: N-Heterocyclic Carbenes in Transition Metal Catalysis; Glorius, F., Ed.; Springer: Berlin, 2007.
14. Chen, Y.; Yekta, S.; Yudin, A. K. Chem. Rev. 2003, 103, 3155
15. Brunel, J. M. Chem. Rev. 2005, 105, 857
16. Van Veldhuizen, J. J.; Garber, S. B.; Kingsbury, J. S.; Hoveyda, A. H. J. Am. Chem. Soc. 2002, 124, 4954
17. Salinger, D.; Bruckner, R. Synlett 2009, 109
18. Selected publications: Van Veldhuizen, J. J.; Gillingham, D. G.; Garber, S. B.; Kataoka, O.; A Hoveyda, H. J. Am. Chem. Soc. 2003, 125, 12502
19. Larsen, A. O.; Leu, W.; Oberhuber, C. N.; Campbell, J. E.; Hoveyda, A. H. J. Am. Chem. Soc. 2004, 126, 11130
20. Lee, Y.; Li, B.; Hoveyda, A. H. J. Am. Chem. Soc. 2009, 131, 11625