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Autocatalytic Domino Michael Reaction Leading to Bicyclo[2.2.2]octane-2,5-dione Derivatives

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journal contribution
posted on 01.04.2004, 00:00 by Hisahiro Hagiwara, Satoru Endou, Masakazu Fukushima, Takashi Hoshi, Toshio Suzuki
In the presence of a catalytic amount of lithium amide, the reaction of oxophorone with electron-deficient olefins afforded bicyclo[2.2.2]octane-2,5-dione derivatives in high yields. The reaction proceeds autocatalytically by an enolate of bicyclo[2.2.2]octane-2,5-dione, generated by an initial domino Michael reaction.