The Wittig-cyclization procedure: acid promoted intramolecular formation of 3-C-branched-chain 3,6-anhydro furano sugars via 2′-oxopropylene derivatives
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Date
2007
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Abstract
Some olefinic Wittig products, 3-deoxy-5,6-O-isopropylidene-3-C-(2′-oxopropylene)-1,2-O-alkylidene hexofuranose derivatives were converted to the branched-chain 3,6-anhydro-3-C-(2′-oxopropyl) derivatives on treatment with ion exchange resin Amberlite 120 (H+) in methanol-water at room temperature. Hydrolysis of 5,6-isopropylidene groups and intramolecular ring-closures took place in one pot reactions. © 2007 Elsevier Ltd. All rights reserved.
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Alkenes , Anhydrides , Furans , Glucose , Hexoses , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Conformation , Cyclization , Ion exchange membranes , Methanol , Molecular dynamics , 2' oxopropylene derivative , 3 deoxy 5,6 o isopropylidene 3 c (2' oxopropylene) 1,2 o alkylidene hexofuranose derivative , 3,6 anhydro 3 c (2' oxopropyl) derivatives , 3,6 anhydro furanose , 5,6 isopropylidene , acid , ion exchange resin , polacrilin , propylene , sugar , unclassified drug , Anhydrosugars , Branched chain sugars , Intramolecular ring closure , Wittig cyclization , article , chemical structure , cyclization , priority journal , Wittig reaction , Sugars