
Tetrahedron p. 4047 - 4056 (1985)
Update date:2022-07-29
Topics:
Maillard, Bernard
Kharrat, Abdelmajid
Rakotomanana, Felicien
Montaudon, Evelyne
Gardrat, Christian
Free radical additions of hydrogen donor solvents to tert-butyl perpent-4-enoate have given 4-substituted γ-butyrolactones, with yields of 50 percent 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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