The unusual Favorskii-Nazarov reaction of dicyclopropyl ketone.
Dicyclopropyl ketone under Favorskii-Nazarov reaction conditions neither gave tetracyclopropylethylene glycol nor 1,1,4,4-tetracyclopropyl-1,4-butanediol by ether incorporation as expected. The hitherto unknown 1,1,5-tricyclopropyl-1-hydroxypentan-5-one is obtained, presumably through the intermediacy of a dianion which nucleophilically attacks the neutral ketone through the cleavage of the cyclopropyl bond.
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106.
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Olah
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Prakash
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Liang