Alkyltransferase Model Reactions: Synthesis of Sulfonium and Ammonium Compounds Containing Neighboring Nucleophiles. Kinetic Studies of the Intramolecular Reaction of Amino, Hydroxy, Phenoxy, and Mercapto Onium Salts

Article abstract of DOI:10.1021/jo00275a034

The synthesis of a series of sulfonium and ammonium salts containing a variety of neighboring nucleophiles is described.Several of these molecules undergo facile cyclization reactions with rate enhancements of ca. 1E5 over the corresponding intermolecular