ON THE QUESTION OF CARBONYL OXIDE INTERMEDIATES IN THE OXYGEN TRANSFER BY FURAN ENDOPEROXIDES AND BICYCLIC OZONIDES: INTRAMOLECULAR TRAPPING EXPERIMENTS

DOI: 10.1016/S0040-4039(01)81944-4

Source and publish data:

Tetrahedron Letters p. 3509 - 3512 (1981)

Update date:2022-08-11

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Authors:

Adam, Waldemar

Rodriguez, Augusto

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Article abstract of DOI:10.1016/S0040-4039(01)81944-4

On heating the furan endoperoxide (2) rearranges into the enol ester (4) and the bicyclic ozonide (3) affords instead the rearranged ozonide (7).The process (2)->(4) represents an intramolecular Baeyer-Villiger rearrangement presumably via the dioxirane (D-2), while the process (3)->(7) represents intramolecular trapping of the carbonyl oxide (C-3).

Full text of DOI:10.1016/S0040-4039(01)81944-4

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