Ring Expansion of Cyclic β-Amino Alcohols Induced by Diethylaminosulfur Trifluoride: Synthesis of Cyclic Amines with a Tertiary Fluorine at C3

摘要

As the replacement of a hydrogen atom by anfluorine atom in a compound can have an important impact onnits biological properties, the development of methods allowingnthe introduction of a fluorine atom is of great importance. Thenscope and limitations of the ring expansion of cyclic 2-nhydroxymethyl amines induced by diethylaminosulfur trifluoriden(DAST) to produce cyclic β-fluoro amines was studied as well asnthe enantioselectivity of the process.