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1,6-C-H and 1,5-O-Si insertion reactions of alkylidenecarbene derivatives of monosaccharides

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Abstract(s)

A new protocol has been developed for the generation of alkylidenecarbene derivatives of monosaccharides based on the reaction of trimethylsilylazide and Bu2SnO with alpha-cyanomesylates derived from uloses. When this method is applied to conveniently functionalized carbohydrate derivatives it provides novel heterocyclic ring systems by the rare 1,6-C-H or 1,5-O-Si insertion reactions.

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Biochemistry & Molecular Biology Chemistry, Organic

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Citation

JOURNAL OF CARBOHYDRATE CHEMISTRY. - Vol. 24, n. 40333 (MAY-AUG 2005), p. 369-377

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TAYLOR & FRANCIS INC

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