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Título: | New sulfur-phosphine ligands derived from sugars: synthesis and application in palladium-catalyzed allylic alkilation and in rhodium asymmetric hydrogenation |
Autor: | Khiar el Wahabi, Noureddine CSIC ORCID; Navas, Raquel CSIC; Álvarez, Eleuterio CSIC ORCID ; Fernández Fernández, Inmaculada | Palabras clave: | S-P ligands Carbohydrates Pd-catalyzed allylic alkylation Asymmetric hydrogenation |
Fecha de publicación: | 2008 | Editor: | Arkat USA | Citación: | Arkivoc: Online Journal of Organic Chemistry 8: 211-224 (2008) | Resumen: | An efficient route to mixed phosphine / thioglycoside ligands type IV starting from glucose pentaacetate is reported. In only five steps the key epoxide 6 has been obtained in high yield and its structure determined by X-ray analysis. The ring opening of the tert-butyl 4,6-O-benzylidene-2,3-anhydro-1-thio-β-D-allopyranoside 6 with diphenylphosphinyl lithium afforded the desired ligand as a single diastereoisomer. The prepared compounds act as a bidentate ligands as shown by X-ray analysis of the Rh(I)-complex 12. Preliminary results on the behaviour of these ligands in Pd(0)-catalyzed allylic alkylation, and in Rh(I)-catalyzed enamide hydrogenation are also reported. | Descripción: | 14 páginas, 4 figuras, 5 esquemas, 2 tablas. | Versión del editor: | http://www.arkat-usa.org/get-file/25510/ | URI: | http://hdl.handle.net/10261/36140 | E-ISSN: | 1551-7012 |
Aparece en las colecciones: | (IIQ) Artículos |
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New_sulfur_2008.pdf | 570,74 kB | Adobe PDF | Visualizar/Abrir |
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