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Fragmentation of carbohydrate anomeric alkoxy radicals. A new synthesis of alduronic acid lactones

AuthorsFrancisco, Cosme G. ; González Martín, Concepción C. ; Suárez, Ernesto
Issue Date4-Mar-1996
CitationTetrahedron Letters 37(10): 1687-1690 (1996)
AbstractAldopyranosuronic and aldofuranosuronic acid lactones, with one carbon less, can be specifically obtained when hexuronic and penturonic acids in pyranose or furanose forms undergo a tandem β-fragmentation-cyclization reaction promoted by the system (diacetoxyiodo)benzene-iodine, under mild conditions. The lactones are formed via 1,5 and 1,6 intramolecular cyclization.
Description4 pages, 1 table, 1 scheme.
Publisher version (URL)http://dx.doi.org/10.1016/0040-4039(96)00107-4
Appears in Collections:(IPNA) Artículos
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