Enantioselective synthesis of chiral α, β-unsaturated γ-substituted butyrolactams by organocatalyzed direct asymmetric vinylogous Michael addition of α, β-unsaturated γ-butyrolactam to 2-enoylpyridines. Issue 27 (15th June 2016) - Wang, Zhen-Hua
Abstract : Approach providing a series of optically active α, β-unsaturated γ-substituted butyrolactams in high yields with excellent diastereo- and enantioselectivities. Abstract : An organocatalyzed direct asymmetric vinylogous Michael addition reaction of α, β-unsaturated γ-butyrolactam to 2-enoylpyridines has been developed with a chiral bifunctional amine-squaramide as the catalyst. This approach provides easy access to a series of optically active α, β-unsaturated γ-substituted butyrolactams in high yields (up to 99%) with excellent diastereoselectivities (up to >99 : 1) and enantioselectivities (up to >99% ee).