β-Tosylethylhydroxylamine: Preparation and Use as a Hydroxylamine Equivalent in Amidyl Radical-Olefin Cyclizations

Abstract An efficient three-step procedure has been developed for synthesis of β-tosylethylhydroxylamine from commercially available starting material. This compound forms hydroxamic acids which undergo amidyl radical-olefin cyclizations promoted by diethyl chlorophosphite to give functionalized β-tosylethyl-protected lactams, which can be deprotected under mild basic conditions.