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Título: | Intramolecular 1,5- versus 1,6-hydrogen abstraction reaction promoted by alkoxy radicals in carbohydrate models |
Autor: | Francisco, Cosme G. CSIC; Freire, Raimundo CSIC ORCID; Herrera, Antonio J. CSIC ; Pérez-Martín, Inés CSIC ORCID ; Suárez, Ernesto CSIC ORCID | Fecha de publicación: | 4-may-2002 | Editor: | American Chemical Society | Citación: | Organic Letters 4(11): 1959-1961 (2002) | Resumen: | The alkoxy radical generated by reaction of 3,7-anhydro-2-deoxyoctitols with (diacetoxyiodo)benzene (DIB) and iodine abstracts regioselectively either the proton at C7 or that at C4 depending on the electronegativity of the substituent at C4. The correct election of this substituent can switch the reaction to give 2,9-dioxabicyclo[3.3.1]nonane or hexahydro-2H-furo[3,2-b]pyran ring systems. | Descripción: | 3 pages, 1 table, 2 schemes.-- PMID: 12027657 [PubMed].-- Printed version published May 30, 2002.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol025981u Erratum to this paper published in: Org. Lett. 4(19): 3337 (2002), http://dx.doi.org/10.1021/ol020134c |
Versión del editor: | http://dx.doi.org/10.1021/ol025981u | URI: | http://hdl.handle.net/10261/16769 | DOI: | 10.1021/ol025981u | ISSN: | 1523-7060 |
Aparece en las colecciones: | (IPNA) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
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OL 2002, 4, 1959.pdf | Artículo principal | 621,42 kB | Adobe PDF | Visualizar/Abrir |
OL 2002, 4, 1959-SI.pdf | Supporting Information | 80,18 kB | Adobe PDF | Visualizar/Abrir |
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