The Wittig-cyclization procedure: acid promoted intramolecular formation of 3-C-branched-chain 3,6-anhydro furano sugars via 2 '-oxopropylene derivatives


AY K., Cetin F. , YUCEER L.

CARBOHYDRATE RESEARCH, vol.342, no.8, pp.1091-1095, 2007 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 342 Issue: 8
  • Publication Date: 2007
  • Doi Number: 10.1016/j.carres.2007.02.021
  • Title of Journal : CARBOHYDRATE RESEARCH
  • Page Numbers: pp.1091-1095

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 ringclosures took place in one pot reactions. (c) 2007 Elsevier Ltd. All rights reserved.