Abstract
A vinyl sulfoxide, which is considered to be a moderately reactive dienophile, could be activated by neighboring participation of an epoxide group. The Diels-Alder reaction of ortho-epoxyphenyl vinyl sulfoxide with cyclopentadiene in the presence of Yb(OTf)3 proceeded smoothly even at room temperature to afford the epoxyopened cycloadducts with moderate stereoselectivity.
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