Factors Affecting Reaction of 1,6-Anhydrohexos-2-ulose Derivatives

Abstract

1,6-Anhydrohexos-2-ulose derivatives undergo reaction with ( trimethylsilyl )diazomethane in the presence of boron trifluoride etherate to afford structurally isomeric products. Ion-dipole interactions involving the 1,6-anhydro bridge and C4 substituents control reactivity.