114967-46-3

Upstream product

• 20513-98-8 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone 
• 103357-81-9 Trifluoro-methanesulfonic acid (3aR,3bS,6R,6aS,7aR)-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-yl ester 
• 103357-81-9 5-O-trifluoromethanesulfonyl-1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone 
• 114967-45-2 methyl 3,5-anhydro-1,2-O-isopropylidene-β-L-iduronate 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

CHIRAL OXETANES FROM SUGAR LACTONES: SYNTHESIS OF DERIVATIVES OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-α-D-GLUCURONIC ACID AND OF 3,5-ANHYDRO-1,2-O-ISOPROPYLIDENE-β-L-IDURONIC ACID

Ring contraction reactions of triflates of α-hydroxy-γ-lactones provide an approach to the sythesis of chiral polyfunctionalised oxetanes from sugars.Treatment of 1,2-O-isopropylidene-5-O-trifluoromethanesulphonyl-α-D-glucuronolactone with benzylamine or with potassium carbonate in methanol gave ring contraction reactions to form oxetanes in good yield.