Ruthenium-catalyzed cyclization of an enyne having a keto-carbonyl group on an alkyne under ethylene gas gave a cyclized compound with a cyclopropane ring on the substituent. Coordination of the carbonyl oxygen to a ruthenium metal of an intermediary ruthenacyclopentene is important and causes the formation of ruthenium carbene followed by construction of a cyclopropane ring by ethylene.
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Tanaka et al. (2006) studied this question.
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