English   español  
Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/13661
Compartir / Impacto:
Estadísticas
Add this article to your Mendeley library MendeleyBASE
Citado 16 veces en Web of Knowledge®  |  Pub MebCentral Ver citas en PubMed Central  |  Ver citas en Google académico
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Título

Selective cleavage of methoxy protecting groups in carbohydrates

AutorBoto, Alicia ; Hernández, Dácil ; Hernández, Rosendo ; Suárez, Ernesto
Fecha de publicación28-ene-2006
EditorAmerican Chemical Society
CitaciónJournal of Organic Chemistry 71: 1938-1948 (2006)
ResumenThe selective cleavage of methoxy protecting groups next to hydroxy groups is achieved using a radical hydrogen abstraction reaction as the key step. Under the reaction conditions, the hydroxy group generates an alkoxyl radical that reacts with the sterically accessible adjacent methoxy group, which is transformed into an acetal. In the second step, the acetals are hydrolyzed to give alcohols or diols. A one-pot hydrogen abstraction−hydrolysis procedure was also developed. Good yields were usually achieved, and the mild conditions of this methodology were compatible with different functional groups and sensitive substrates such as carbohydrates.
Descripción11 pages, 1 figure, 1 table, 16 schemes.-- PMID: 16496979 [PubMed].-- Printed version published Mar 3, 2006.
Supporting information available: General procedures and synthesis of IHA substrates 5-9 and 12-15. Spectroscopic data for compounds 13, 17 and 18, 20 and 21, 23-26, and 33, and the 1H and 13C NMR spectra for the new IHA or hydrolysis products (compounds 34-46, 48-52, 54-55, 57-62).-- Available at: http://pubs.acs.org/doi/suppl/10.1021/jo052313o
Versión del editorhttp://dx.doi.org/10.1021/jo052313o
URIhttp://hdl.handle.net/10261/13661
DOI10.1021/jo052313o
ISSN0022-3263
Aparece en las colecciones: (IPNA) Artículos
Ficheros en este ítem:
No hay ficheros asociados a este ítem.
Mostrar el registro completo
 



NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.