Catalytic Asymmetric Access to Noncanonical Chiral α-Amino Acids from Cyclic Iminoglyoxylates and Enamides
Yue Zhang, Jun‐Kuan Li, Fa‐Guang Zhang, Jun‐An Ma
Abstract
Here we describe an enantioselective Mannich reaction of cyclic iminoglyoxylates with enamides by virtue of chiral phosphoric acid catalysis in a one-pot manner. The wide substrate scope, mild reaction conditions, and constantly excellent enantioselectivities (>95% ee in most cases) render this protocol highly practical for the rapid construction of valuable noncanonical chiral α-amino-acid building blocks.
Topics & Concepts
ChemistryEnantioselective synthesisPhosphoric acidCatalysisSubstrate (aquarium)Mannich reactionCombinatorial chemistryOrganocatalysisAmino acidScope (computer science)Organic chemistryBrønsted–Lowry acid–base theoryBiochemistryComputer scienceGeologyProgramming languageOceanographyChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions