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Cross Metathesis of α-Methylene Lactones II:  γ- and δ-Lactones

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journal contribution
posted on 02.04.2020, 17:23 by Ravinder Raju, Laura J. Allen, Tri Le, Christopher D. Taylor, Amy R. Howell
The cross metathesis reactivities of α-methylene-γ-butyrolactone and an α-methylene-δ-lactone have been investigated. α-Methylene-γ-butyrolactone undergoes rapid and efficient olefin isomerization in the presence of second-generation metathesis catalysts. However, cross metathesis can be achieved with the additive 2,6-dichlorobenzoquinone. In contrast, the α-methylene-δ-lactone neither isomerizes nor couples under similar conditions.