
Tetrahedron p. 2513 - 2526 (1997)
Update date:2022-08-03
Topics:
Colombani, Daniel
Various unsaturated peroxidic compounds have been prepared, characterized and inductively decomposed in various solvents to afford the corresponding oxiranes. The reaction proceeded by a radical chain mechanism and was initiated either by thermolysis of added t-butyl peracetate at 110°C or AIBN at 80°C, or by autoxidation of BEt3 at 20°C. The studied peroxyderivatives were designed to generate oxyl radicals reacting either by isomerization (e.g. intramolecular 1,5-hydrogen atom transfer, cyclization or β-scission of a cyclic structure), fragmentation or hydrogen atom transfer to solvents to yield functional alkyl radicals.
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