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Review | Special issue | Vol 28, No. 2, 1989, pp.1203-1228
Published online, 1st January, 1970
DOI: 10.3987/REV-88-SR6
Original Syntheses of Epoxides Involving Organoselenium Intermediates

A. Krief,* W. Dumont, D. Van Ende, S. Halazy, D. Labar, J. -L. Laboureur, and Lé T. Q.

*Department of Chemistry, Facultés Universitaires Notre-Dame de la Paix, 61 rue de Bruxelles, B-5000 Namur, Belgium

Abstract

β-oxidoalkylselenonium salts and β-oxidoalkylselenones are valuable precursors of a large variety of epoxides. These species were synthesized by reaction of α-selenonio or α-selenonylalkylpotassium with carbonyl compounds or by reaction of a suitable base on β-hydroxyalkylselenonium salts or β-hydroxyalkylselenones. themselves obtained from β-hydroxyselenides. The most powerful method, based on the cyclization of β-hydroxyalkylselenonium salts is fully documented.