Molecule-induced homolysis of N-hydroxyphthalimide (NHPI) by peracids and dioxirane. A new, simple, selective aerobic radical epoxidation of alkenes
F Minisci, C Gambarotti, M Pierini, O Porta, C Punta…
Index: Minisci, Francesco; Gambarotti, Cristian; Pierini, Monica; Porta, Ombretta; Punta, Carlo; Recupero, Francesco; Lucarini, Marco; Mugnaini, Veronica Tetrahedron Letters, 2006 , vol. 47, # 9 p. 1421 - 1424
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Citation Number: 40
Abstract
Some years ago we reported evidences that the oxidation of a variety of organic compounds (hydrocarbons, alcohols, ethers, aldehydes, etc.) by dioxiranes 1 and peracids 2 can be explained by radical mechanism in clear contrast with the widely accepted 3 and 4 mechanism of 'concerted oxenoid oxygen insertion'. Our interpretation 1 and 2 involves a 'molecule-induced homolysis' in which the transition states are related to the hydrogen abstractions leading ...
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