Synthesis of indenone by self-condensation of 1-acetyl-2-methylcyclopentene and subsequent unusual autoxidation

Add time:07/18/2019    Source:sciencedirect.com

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.

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