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First organophosphorus radical-mediated cyclisations to afford medium-sized rings : eight-membered lactones and seven- and eight-membered lactams

Lang, Stuart and Corr, Michael and Muir, Neil and Khan, Tanweer and Schonebeck, Franziska and Murphy, John and Payne, Andrew and Williams, Andrew (2005) First organophosphorus radical-mediated cyclisations to afford medium-sized rings : eight-membered lactones and seven- and eight-membered lactams. Tetrahedron Letters, 46 (23). pp. 4027-4030. ISSN 0040-4039

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Abstract

The phosphorus based radical precursors N-ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO) are efficient reagents for carrying out the formation of seven- and eight-membered rings. Esters and amides were successfully converted into the corresponding eight-membered lactones and seven- and eight-membered lactams in good to excellent yields.