Diels-Alder reactions of push-pull olefins I. Reactions of dicyanovinyl acylates with cyclopentadiene, 1,3-cyclohexadiene, and anthracene a

Abstract

The reaction between 2,2-dicyanoethenyl acylates and cyclopentadiene affords 2-acyloxy-3,3-dicyano-5-norbornene derivatives with significant stereoselectivity. Reactions between the less reactive 1,3-cyclohexadiene and anthracene require elevated temperatures and extended reaction times. Stereoselectivity of the reactions with 1,3-cyclohexadiene is higher than of those with cyclopentadiene.