Modified carbohydrates from 3,3,4,4-tetraethoxy-1-butyne (rest overført 151726)

The purpose of this project is to explore the functionalisation of different alkenols (produced by coupling of 3,3,4,4-tetraethoxy-1-butyne with aldehydes and ketones and subsequent reduction), at the carbon-carbon double bond with the aim of obtaining ca rbohydrate derivatives, which are modified at C-3 or C-4 or at both. The overseas part of this project will focus on further investigating the reactions of 1,3-dithiane derivatives of 3,3,4,4-tetraethoxy-1-butyne. The ultimate goal of these reactions wil l be to make modified deoxygenated carbohydrates, deoxygenated at the 3-position. Deoxygenated sugar derivatives are abundant in nature usually deoxygenated at the 6-position (plant and bacterial polysaccharides) or at the 2-position (DNA). In recent yea rs other deoxygenated sugars have been isolated from antibiotics and cardiac glycosides.