Phosphoramidite-Cu(OTf)2 complexes as chiral catalysts for 1,3-dipolar cycloaddition of iminoesters and nitroalkenes
| Contribuinte(s) |
Universidad de Alicante. Departamento de Química Orgánica Procesos Catalíticos en Síntesis Orgánica |
|---|---|
| Data(s) |
28/06/2013
28/06/2013
2013
11/06/2013
|
| Resumo |
Chiral complexes formed by phosphoramidites such as (Sa,R,R)-9 and Cu(OTf)2 are excellent catalysts for the general 1,3-dipolar cycloaddition between azomethine ylides and nitroalkenes affording the corresponding tetrasubstituted proline esters mainly as exo-cycloadducts in high er at room temperature. The exo-cycloadducts can be obtained in enantiomerically pure form just after simple recrystallization. DFT calculations support the stereochemical results. This work has been supported by the Spanish Ministerio de Economía y Competitividad (MINECO) (Consolider INGENIO 2010 CSD2007-00006, CTQ2010-20387), FEDER, Generalitat Valenciana (PROMETEO/2009/039), and the University of Alicante. L.M.C. thanks the MINECO for an FPI fellowship. |
| Identificador |
CASTELLÓ, Luis M., et al. “Phosphoramidite-Cu(OTf)2 complexes as chiral catalysts for 1,3-dipolar cycloaddition of iminoesters and nitroalkenes”. Organic Letters. Vol. 15, No. 12 (2013). ISSN 1523-7060, pp. 2902-2905 1523-7060 (Print) 1523-7052 (Online) http://hdl.handle.net/10045/29144 10.1021/ol4006618 |
| Idioma(s) |
eng |
| Publicador |
American Chemical Society |
| Relação |
http://dx.doi.org/10.1021/ol4006618 |
| Direitos |
Copyright © 2013 American Chemical Society info:eu-repo/semantics/openAccess |
| Palavras-Chave | #Catalysts #Nitroalkenes #Química Orgánica |
| Tipo |
info:eu-repo/semantics/article |
