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Pure Appl. Chem., 2007, Vol. 79, No. 12, pp. 2137-2142

doi:10.1351/pac200779122137

Recent advances in the synthesis of carbohydrate analogs*

Leiv K. Sydnes and Stig Valdersnes

Department of Chemistry, University of Bergen, Allégt. 41, NO-5007 Bergen, Norway


Abstract: With 3,3,4,4-tetraethoxy-1-butyne as starting material, we are investigating the preparation of a range of alkylated, partially deoxygenated carbohydrate derivatives. In the lecture, an overview of recent results was given, with particular emphasis on progress in the synthesis of perfluoroalkyl-substituted deoxygenated analogs. Since many of the results discussed in the lecture have recently been or are in the process of being published, this paper focuses on our recent advances in preparing fluorinated analogs.

Keywords: furanoses; perfluoroalkylation; propargylic alcohols; pyranoses; sodium dithionite; tetraethoxybutyne.

*Paper based on a presentation at the 9th Eurasia Conference on Chemical Sciences, 9-13 September 2006, Antalya, Turkey. Other presentations are published in this issue, pp. 2101-2177.