Diastereo- and Enantioselective Catalytic Tandem Michael Addition/ Mannich Reaction: Access to Chiral Isoindolinones and Azetidines with Multiple Stereocenters

摘要

Construction of multiple contiguous stereogenic centers in acyclic compounds by asymmetric catalysis represents a particularly difficult challenge. For the success of such a catalytic process, carbon-carbon bond-forming tandem reactions using well-known reactions as key transformation steps that give high diastereo- and enantiocontrol are a prerequisite. The asymmetric Mannich-type reaction is a popular method for preparing optically active β-aminocarbonyl frameworks, which are interesting structures found in many useful biologically active compounds. This type of reaction has been frequently used as a fundamental step for establishing tandem protocols, and in those processes, the catalytic generation of chiral enolates is crucial for achieving high activity and selectivity.