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

Van Nhien, ANLeon, RPostel, DCarreiras, MCGarcia, AGMarco-Contelles, J2015-12-302015-12-302005JOURNAL OF CARBOHYDRATE CHEMISTRY. - Vol. 24, n. 40333 (MAY-AUG 2005), p. 369-3770732-8303http://hdl.handle.net/10451/21383A 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.application/pdfengBiochemistry & Molecular BiologyChemistry, Organic1,6-C-H and 1,5-O-Si insertion reactions of alkylidenecarbene derivatives of monosaccharidesjournal articlehttp://dx.doi.org/10.1081/CAR-200066924