Intramolecular Radical Cyclizations of 2-Deoxy-2-iodohexopyranoside Derivatives: Routes to Densely Functionalized Carbocycles.

Article abstract of DOI:10.1021/jo00271a005

2-Deoxy-2-iodohexopyranosides containing appropriate traps at C6 or C7 undergo radical cyclization to give oxabicyclo<2.2.1> or <2.2.2> systems whose glicosidic bonds are readily cleaved to afford densely functionalized cyclopentanes or cyclohexanes.