Intramolecular Hydrogen Atom Abstraction in Carbohydrates and Nucleosides: Inversion of an α- to β-Mannopyranoside and Generation of Thymidine C-4' Radicals

Article abstract of DOI:10.1016/S0040-4039(00)73450-2

Treatment of 1-bromo-2-methyl-2-propyl ether derivatives of alcohols with Bu3SnH(D) results in 1,5-Hydrogen abstraction reactions: the system is applied to the inversion of an α- to β-mannoside and to the formation of nucleoside C4' radicals.