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Título: | Asymmetric homologation of ketones. A new entry to orthogonally protected (2R,4R)-piperidine-2,4-dicarboxylic acid |
Autor: | Etayo, Pablo CSIC; Badorrey, Ramón CSIC ORCID; Díaz de Villegas, María D. CSIC ORCID; Gálvez, José A. CSIC ORCID | Fecha de publicación: | 2008 | Editor: | American Chemical Society | Citación: | Journal of Organic Chemistry 73(21): 8594-8597 (2008) | Resumen: | A new conformationally constrained analogue of glutamic acid has been synthesized efficiently in seven steps from a chiral 2-alkyl-4-piperidone. The synthesis is based on (a) the unprecedented asymmetric one-carbon homologation of the ketone controlled by the size of the N-substituent and (b) the appropriate manipulation of substituents at positions 2 and 4 of the piperidine ring, a step that involves two independent oxidation processes. | Versión del editor: | https://doi.org/10.1021/jo801515k | URI: | http://hdl.handle.net/10261/271096 | DOI: | 10.1021/jo801515k | ISSN: | 0022-3263 |
Aparece en las colecciones: | (ICMA) Artículos |
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accesoRestringido.pdf | 59,24 kB | Adobe PDF | Visualizar/Abrir |
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