Phosphoramidite-Cu(OTf)2 complexes as chiral catalysts for 1,3-dipolar cycloaddition of iminoesters and nitroalkenes

Organic Letters

Volumn 15, Issue 12, 2013, Pages 2902-2905

  Castelló, Luis M ^a   Nájera, Carmen ^a   Sansano, José M ^a   Larrañaga, Olatz ^b   Cózar, Abel De ^b,c   Cossío, Fernando P ^b  

^a UNIVERSITY OF ALICANTE   (Spain)

^b UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

^c BASQUE FOUNDATION FOR SCIENCE   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

COORDINATION COMPOUND; COPPER; NITRO DERIVATIVE; ORGANOPHOSPHORUS COMPOUND; PHOSPHORAMIDOUS ACID;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CYCLOADDITION; STEREOISOMERISM;

CATALYSIS; COORDINATION COMPLEXES; COPPER; CYCLOADDITION REACTION; MOLECULAR STRUCTURE; NITRO COMPOUNDS; ORGANOPHOSPHORUS COMPOUNDS; STEREOISOMERISM;

EID: 84879325650     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol4006618     Document Type: Article

References (29)

1. Pellissier, H. Tetrahedron 2007, 63, 3235
2. Nájera, C.; Sansano, J. M. in Topics in Heterocyclic Chemistry; Hassner, A., Ed.; Springer-Verlag: Berlin-Heidelberg, 2008; Vol. 12, p 117.
3. Stanley, L. M.; Sibi, M. P. Chem. Rev. 2008, 108, 2887
4. álvarez-Corral, M.; Muñoz-Dorado, M.; Rodríguez- García, I. Chem. Rev. 2008, 108, 3174
5. Naodovic, M.; Yamamoto, H. Chem. Rev. 2008, 108, 3132
6. Nájera, C.; Sansano, J. M.; Yus, M. J. Braz. Chem. Soc. 2010, 21, 377
7. Kissane, M.; Maguire, A. R. Chem. Soc. Rev. 2010, 39, 845
8. Adrio, J.; Carretero, J. C. Chem. Commun. 2011, 47, 678
9. Zubia, A.; Mendoza, L.; Vivanco, S.; Aldaba, E.; Carrascal, T.; Lecea, B.; Arrieta, A.; Zimmerman, T.; Vidal-Vanaclocha, F.; Cossío, F. P. Angew. Chem., Int. Ed. 2005, 44, 2903
10. Conde, E.; Bello, D.; de Cózar, A.; Sánchez, M.; Vázquez, M. A.; Cossío, F. P. Chem. Sci. 2012, 3, 1486
11. Cabrera, S.; Gómez-Arrayás, R.; Carretero, J. C. J. Am. Chem. Soc. 2005, 127, 16394
12. Yan, X.-X.; Peng, Q.; Zhang, K.; Hong, W.; Hou, X.-L.; Wu, Y.-D. Angew. Chem., Int. Ed. 2006, 45, 1979
13. Cabrera, S.; Gómez-Arrayás, R.; Martín-Matute, B.; Cossío, F. P.; Carretero, J. C. Tetrahedron 2007, 63, 6587
14. Padilla, S.; Tejero, R.; Adrio, J.; Carretero, J. C. Org. Lett. 2010, 12, 5608
15. Kim, H.-Y.; Li, J.-Y.; Kim, S.; Oh, K. J. Am. Chem. Soc. 2011, 133, 20750
16. Li, Q.; Ding, C.-H.; Li, X.-H.; Weissensteiner, W.; Hou, X.-L. Synthesis 2012, 44, 265
17. Arai, T.; Mishiro, A.; Yokoyama, N.; Suzuki, K.; Sato, H. J. Am. Chem. Soc. 2010, 132, 5338
18. González-Esguevillas, M.; Adrio, J.; Carretero, J. C. Chem. Commun. 2012, 48, 2149
19. Arai, T.; Yokoyama, N.; Mishiro, A.; Sato, H. Angew. Chem., Int. Ed. 2010, 49, 7895
20. Martín-Rodríguez, M.; Nájera, C.; Sansano, J. M.; de Cózar, A.; Cossío, F. P. Chem.-Eur. J. 2011, 17, 14224
21. Imae, K.; Konno, T.; Ogata, K.; Fukuzawa, S.-I. Org. Lett. 2012, 14, 4410
22. Xie, J.; Yoshida, K.; Takasu, K.; Takemoto, Y. Tetrahedron Lett. 2008, 49, 6910
23. Xue, M.-X.; Zhang, X.-M.; Gong, L.-Z. Synlett 2008, 691
24. For a review, see: de Cózar, A.; Cossío, F. P. Phys. Chem. Chem. 2011, 13, 10858
25. Teichert, J. F.; Feringa, B. L. Angew. Chem., Int. Ed. 2010, 49, 2486
26. Privileged Chiral Ligands and Catalysts; Zhou, Q.-L., Ed.; Wiley-VCH: New York, 2011.
27. Nájera, C.; Retamosa, M. G.; Sansano, J. M. Angew. Chem., Int. Ed. 2008, 47, 6055
28. Nájera, C.; Retamosa, M. G.; Martín-Rodríguez, M.; Sansano, J. M.; de Cózar, A.; Cossío, F. P. Eur. J. Org. Chem. 2009, 5622
29. 19F NMR, and HRMS) by: Maksymowicz, R. M.; Roth, P. M. C.; Fletcher, S. P. Nat. Chem. 2012, 4, 649 Competitividad Competitividad