Catalytic Enantioselective Synthesis of <i>N</i>,<i>N</i>‐Acetals from α‐Dicarbonyl Compounds Using Chiral Imidazoline‐Phosphoric Acid Catalysts
Shuichi Nakamura, Tatsumi Wada, Tsunayoshi Takehara, Takeyuki Suzuki
Abstract
Abstract The enantioselective synthesis of chiral N , N ‐acetals derived from α‐dicarbonyl compounds has been achieved. Good yields and enantioselectivities were observed for the reaction with various α‐dicarbonyl compounds with 2‐aminobenzamides using chiral bis(imidazoline)‐phosphoric acid catalysts. Based on these experimental investigations, a possible transition state is proposed to explain the origin of the asymmetric induction. magnified image
Topics & Concepts
Enantioselective synthesisChemistryPhosphoric acidCatalysisImidazoline receptorOrganic chemistryAsymmetric inductionOptically activeMedicineInternal medicineAsymmetric Synthesis and CatalysisSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis