31P-labeled pyrroline N-oxides: synthesis of 5-diethylphosphone-5-methyl-1-pyrroline N-oxide (DEPMPO) by oxidation of diethyl (2-methylpyrrolidin-2-yl) …

…, JL Clément, C Fréjaville, JC Bouteiller, P Tordo…

Index: Barbati, Stephane; Clement, Jean-Louis; Frejaville, Claudine; Bouteiller, Jean-Claude; Tordo, Paul; Michel, Jean-Claude; Yadan, Jean-Claude Synthesis, 1999 , # 12 p. 2036 - 2040

Full Text: HTML

Citation Number: 23

Abstract

Abstract: The synthesis of DEPMPO from diethyl (2-methylpyrrolidin-2-yl) phosphonate (3), prepared by the addition of diethyl phosphite to 2-methylpyrroline, was carried out using different oxidation reagents: H2O2, m-CPBA, Oxone, 2-phenylsulfonyl-3-phenyloxaziridine (PSPO), dimethyldioxirane (DMD) and N-methylmorpholine N-oxide with catalytic amounts of tetrapropylammonium perruthenate (NMO/TPAP). The highest yield of DEPMPO (> 80% ...