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Title: Efficient syntheses of 1-S-alkyl-1-thio-L-ribitols, D-lyxitols and L-xylitols from D-pentono-1,4-lactones. Author: Lalot J, Manier G, Stasik I, Demailly G, Beaupère D. Journal: Carbohydr Res; 2001 Sep 21; 335(1):55-61. PubMed ID: 11553354. Abstract: The thioalkylation of unprotected 5-bromo-5-deoxy-D-ribono, D-arabinono, and D-xylono-1,4-lactone was performed with the alkylthiol-sodium hydride reagent. The corresponding 5-S-alkyl-5-thio-D-pentono-1,4-lactones were isolated in good yields (82-95%). Reduction with NaBH(4) of these derivatives gave the 1-S-alkyl-1-thio-L-ribitols, D-lyxitols and L-xylitols in 85-96% yields.[Abstract] [Full Text] [Related] [New Search]