Study on the Reactivity of the Alkyne Component in Ruthenium-Catalyzed [2 + 2] Cycloadditions between an Alkene and an Alkyne
The Journal of Organic Chemistry2006Vol. 71(15), pp. 5830–5833
Citations Over TimeTop 10% of 2006 papers
Abstract
The ruthenium-catalyzed [2 + 2] cycloadditions of norbornadiene with a variety of alkynes have been investigated. Electronic effect of the alkyne component has shown to play an important role on the rate of the cycloaddition, and the reactivity of the alkyne component increases dramatically as the alkyne becomes more electron deficient. Increase in the steric bulk of the alkyne component decreases the reactivity of the alkyne component. It was also found that chelation effect of propargylic alcohols greatly enhanced the reactivity of the alkyne component in the ruthenium-catalyzed [2 + 2] cycloadditions.
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