Development of highly selective enyne metathesis based on substituent effect

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We found that an allylic hydroxy group can activate the adjacent olefin in Ru-alkylidene catalyzed enyne metathesis. Using the substituent effect of an allylic hydroxy group, acceleration of enyne metathesis, group (ene) -selective eneyne metathesis, and direction controlled enyne metathesis has been accomplished. It was also suggested that the activation effect of an allylic hydroxy group arises from hydrogen-bonding interaction between the substrate and catalyst from mechanistic study.