Organocatalytic Aza-Michael/Michael Cyclization Cascade Reaction: Enantioselective Synthesis of Spiro-oxindole Piperidin-2-one Derivatives
Qing-Gang Tang, Sen‐Lin Cai, Chuan‐Chuan Wang, Guo‐Qiang Lin, Xing‐Wen Sun
Abstract
A simple, direct, and highly enantioselective synthesis of spiro-oxindole piperidin-2-one derivatives was achieved through an aza-Michael/Michael cyclization cascade sequence using a squaramide catalyst. The desired products were obtained in excellent yields (up to 99%) and good to high stereoselectivities (up to >20:1 dr and up to 99% ee) under mild conditions.
Topics & Concepts
SquaramideOxindoleEnantioselective synthesisMichael reactionChemistryCascadeCascade reactionOrganocatalysisCatalysisCombinatorial chemistryOrganic chemistryStereochemistryChromatographyAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsAsymmetric Hydrogenation and Catalysis