Synthesis of enol ethers from lactones using modified Julia olefination reagents: application to the preparation of tri- and tetrasubstituted exoglycals

A new route to substituted exoglycals from the corresponding lactones is described. The enol ethers synthesis via a modified Julia olefination of sugar-derived lactones is extended to substituted benzothiazolyl sulfones to furnish tri- and tetrasubstituted exoglycals. (C) 2007 Elsevier Ltd. All rights reserved.