Synthesis of indenone by self-condensation of 1-acetyl-2-methylcyclopentene and subsequent unusual autoxidation
Identifieur interne : 000F82 ( Main/Exploration ); précédent : 000F81; suivant : 000F83Synthesis of indenone by self-condensation of 1-acetyl-2-methylcyclopentene and subsequent unusual autoxidation
Auteurs : Abdellah Miloudi [Algérie] ; Douniazad El Abed [Algérie] ; Jean-Marc Pons [France] ; Maurice Santelli [France]Source :
- Tetrahedron [ 0040-4020 ] ; 1996.
Abstract
Potassium tert-butoxide induced self-condensation of 1-acetyl-2-methyl-cyclopentene leads to 6-methyl-4-(2′-methylcyclopent-1′-enyl)bicyclo[4.3.0]non-3-en-2-one 2 in 35% yield when one equivalent of dimethyl sulfate is added. Dienone 2 undergoes facile autoxidation leading to the corresponding epoxide 12 and triketone 13.
Url:
DOI: 10.1016/0040-4020(96)00530-3
Affiliations:
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