Multicomponent synthesis of unnatural pyrrolizidines using 1,3-dipolar cycloaddition of proline esters
| Contribuinte(s) |
Universidad de Alicante. Departamento de Química Orgánica Síntesis Asimétrica (SINTAS) |
|---|---|
| Data(s) |
07/11/2013
07/11/2013
09/10/2013
|
| Resumo |
The synthesis of unnatural pyrrolizidines has been studied using a multicomponent-domino process involving proline or 4-hydroxyproline esters, an aldehyde and a dipolarophile. The formation of the iminium salt promotes the 1,3-dipolar cycloaddition affording highly substituted pyrrolizidines under mild conditions and high regio- and diastereoselectivities. This work has been supported by the DGES of the Spanish Ministerio de Ciencia e Innovación (MICINN) (Consolider INGENIO 2010 CSD2007-00006, CTQ2007-62771/BQU, CTQ2010-20387), FEDER Generalitat Valenciana (PROMETEO/2009/039), and by the University of Alicante. |
| Identificador |
Chem. Commun., 2013, 49, 11218-11220. doi:10.1039/c3cc47184e 1359-7345 (Print) 1364-548X (Online) http://hdl.handle.net/10045/33723 10.1039/c3cc47184e |
| Idioma(s) |
eng |
| Publicador |
Royal Society of Chemistry |
| Relação |
http://dx.doi.org/10.1039/c3cc47184e |
| Direitos |
© Royal Society of Chemistry 2013 info:eu-repo/semantics/openAccess |
| Palavras-Chave | #Pyrrolizidines #Synthesis #1,3-dipolar cycloaddition #Proline esters #Química orgánica |
| Tipo |
info:eu-repo/semantics/article |
