Two approaches for the chain elongation and synthesis of 6-deoxyheptose derivatives are described. The first one is based on the regioselective ring opening of 4,6-cyclic sulfate glycopyranoside derivatives at carbon 6 by cyanide ion. The second approach involves the ring expansion of 5,6-anhydro to 5,7-anhydro sugars and subsequent opening of the resulting oxetane derivative using acetate ion as nucleophile.
Expeditious Synthesis of Monosulfated Thio-Linked Disaccharides.-In continuation of earlier research a simple methodology to obtain monosulfated thiodisaccharides is developed. The cyclic sulfate substrates are prepared following the procedure of Gao and Sharpless.-(CALVO-ASIN, J. A.; CALVO-FLORES, F. G.; EXPOSITO-LOPEZ, J. M.; HERNANDEZ-MATEO, F.; GARCIA-LOPEZ, J. J.; ISAC-GARCIA, J.; SANTOYO-GONZALEZ, F.; VARGAS-BERENGUEL, A.; J.
Synthesis of 6-Deoxyheptose Derivatives via Cyclic Sulfates andOxetanes.-Two methods for chain elongation and synthesis of 6deoxyheptoses are detailed. The first approach is based on a regioselective opening of 4,6-cyclic sulfates [cf. (I)] and the second one involves a ring expansion of oxiranes to oxacyclobutanes.-(VARGAS-BERENGUEL, ANTONIO; SANTOYO-GONZALEZ, FRANCISCO; CALVO-ASIN, JOSE A.; CALVO-FLORES, FRANCISCO G.; EXPOSITO-LOPEZ, JUAN M.;
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