The use of epoxides obtained by dimethyldioxirane epoxidation of 2,3-anhydro-1,3-dideoxy-4,5:7,8-di-O-isopropylidene-D-manno-oct-1-enitol as glycosyl donors is described. This method offers a simple and stereoselective access to precursors of Kdo glycosides. The stereochemical outcome of the reaction is rationalized by means of semiempirical calculations of the transition states leading to glycosides formation

Lay, L., Nicotra, F., Panza, L., Russo, G., Sello, G. (1998). Synthetic approach to Kdo glycosides via exo-glycal epoxides and rationalization of the stereochemical outcome. JOURNAL OF CARBOHYDRATE CHEMISTRY, 17(8), 1269-1281 [10.1080/07328309808001899].

Synthetic approach to Kdo glycosides via exo-glycal epoxides and rationalization of the stereochemical outcome

Nicotra, F;
1998

Abstract

The use of epoxides obtained by dimethyldioxirane epoxidation of 2,3-anhydro-1,3-dideoxy-4,5:7,8-di-O-isopropylidene-D-manno-oct-1-enitol as glycosyl donors is described. This method offers a simple and stereoselective access to precursors of Kdo glycosides. The stereochemical outcome of the reaction is rationalized by means of semiempirical calculations of the transition states leading to glycosides formation
Articolo in rivista - Articolo scientifico
carbohydrates, glycomimetics, inhibitors
English
1269
1281
13
Lay, L., Nicotra, F., Panza, L., Russo, G., Sello, G. (1998). Synthetic approach to Kdo glycosides via exo-glycal epoxides and rationalization of the stereochemical outcome. JOURNAL OF CARBOHYDRATE CHEMISTRY, 17(8), 1269-1281 [10.1080/07328309808001899].
Lay, L; Nicotra, F; Panza, L; Russo, G; Sello, G
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/34263
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