Oxygen Functionalization in Cyclooctatetraene via Singlet Oxygenation: Synthesis and Transformation of anti-7,8-Dioxatricyclo2,5>deca-3,9-diene, the Endoperoxide of the Bicyclic Valence Tautomer of Cyclooctatetraene

DOI: 10.1021/jo01313a046

Source and publish data:

Journal of Organic Chemistry p. 5220 - 5221 (1980)

Update date:2022-08-23

Topics:

Authors:

Adam, Waldemar

Cueto, Omar

De Lucchi,Ottorino

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Article abstract of DOI:10.1021/jo01313a046

The novel endoperoxide of the bicyclic valence tautomer of cyclooctatetraene is prepared, characterized, and transformed into a series of new and valuable synthetic intermediates derived from the bicyclo<4.2.0>octa-2,4,7-triene skeleton via base-catalyzed isomerization and MnO2 oxidation, thermolysis and mCPBA oxidation, triphenylphosphine deoxygenation, and exhaustive diimide reduction.

Full text of DOI:10.1021/jo01313a046

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