The Wittig-cyclization procedure: acid promoted intramolecular formation of 3-C-branched-chain 3,6-anhydro furano sugars via 2 '-oxopropylene derivatives
Articles > Article · 2007
Authors: Kadir AY, Fatma TELLİ, Levent YUCEER
CARBOHYDRATE RESEARCH, Journal Indexed in SCI Expanded, International, 2007, vol 342, pp 1091-1095
DOI: 10.1016/j.carres.2007.02.021
Summary
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 ringclosures took place in one pot reactions. (c) 2007 Elsevier Ltd. All rights reserved.