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Intramolecular homolytic displacements 7 — Free radical additions to unsaturated peroxy compounds : Synthesis of oxygenated heterocycles
Authors:Bernard Maillard  Abdelmajid Kharrat  Felicien Rakotomanana  Evelyne Montaudon  Christian Gardrat
Abstract:Free radical additions of hydrogen donor solvents to tert-butyl perpent-4-enoate have given 4-substituted γ-butyrolactones, with yields of 50 % or greater. Such reactions applied to allyl-tert-butyl peroxide have produced 2,3-epoxypropanation of these solvents. Similar addition-elimination processes occurred with tert-butyl 4-methyl-perpent-4-enoate, tert-butyl 2,2-dimethyl-perpent-4-enoate and tert-butyl-methallyl peroxide, but they failed with tert-butyl 5-methyl-perhex-4-enoate and tert-butyl-3-methyl-but-2-enyl peroxide.
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