α-Acryloylamidoalkyl Sulfones in a Synthetic Approach for the Preparation of 6-Alkyltetrahydropyridin-2-ones

The reaction of allylzinc bromides with α-acryloylamidoalkyl sulfones represents a mild and straightforward entry to the corresponding homoallylamines. These dienyl compounds successfully proceeded in a ring-closing metathesis reaction by treatment with Grubbs II catalyst to lead to 6-alkyltetra-hydropyridin-2-ones. Homoallylamino derivatives that contain a branched terminal alkene moiety preferentially proceeded in cross-metathesis reaction to give the selective formation of N-substituted fumaramides.