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Synthesis of (5R, 7S, 13S)-13-methoxy-1,6,8-trioxadispiro[]pentadecane

AuthorsDorta, Rosa L. ; Martín, Ángeles ; Suárez, Ernesto ; Prangé, Thierry
Issue DateJul-1996
CitationTetrahedron Asymmetry 7(7): 1907-1910 (1996)
AbstractThe synthesis of (5R, 7S, 13S)- and (5S, 7S, 13S)-13-methoxy-1,6,8-trioxadispiro[] pentadecane from tri-O-acetyl-d-glucal, by a convenient homologation of C-1 and C-6 atoms which led to an appropriate dihydroxyl intermediate 7, is reported. The key steps for the construction of the two spiroacetal systems involved a double, step by step, radical abstraction promoted by (diacetoxyiodo)benzene and iodine.
Description4 pages, 1 figure, 2 schemes.
Publisher version (URL)http://dx.doi.org/10.1016/0957-4166(96)00227-3
Appears in Collections:(IPNA) Artículos
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