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Título : Chemoselective 1-ethylpiperidine hypophosphite (EPHP)-mediated intermolecular radical additions of 1-deoxy-1-halo-1-iodo-alditols to electron-deficient olefins
Autor : Francisco, Cosme G., González Martín, Concepción C., Herrera, Antonio J., Rodríguez Paz, Nieves, Suárez, Ernesto
Fecha de publicación : 7-Nov-2006
Editor: Elsevier
Citación : Tetrahedron Letters 47(51): 9057-9060 (2006)
Resumen: The chemoselective radical reduction of the iodine atom in a series of 1-deoxy-1-halo-1-iodo-alditols with the 1-ethylpiperidine hypophosphite (EPHP)/AIBN system is described. EPHP is also a good chain carrier for the radical addition of gem-dihalocompounds to electron-deficient olefins. Thus, the synthesis of 4-halo-glycooctononitriles and 4-halo-glycoheptononitriles can be achieved by an intermolecular addition of the 1-deoxy-1-halo-alditol-1-yl radical intermediate to acrylonitrile.
Descripción : 4 pages, 2 tables, 1 scheme.-- Printed version published Dec 18, 2006.-- Supporting information (33 pages Word file) available at:
Versión del editor:
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2006.10.086
Appears in Collections:(IPNA) Artículos

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