Design, Synthesis and Application of Multifunctional Chiral Aminophosphine Catalyst for Asymmetric Intermolecular Cross Rauhut-Currier Reaction

Comprehensive Summary A series of structurally novel multifunctional chiral aminophosphine catalysts were developed through a concise synthetic strategy from easily available starting materials. The highly enantioselective intermolecular cross Rauhut-Currier reactions of vinyl ketones with 3-acyl acrylates and 2-ene-1,4-diones catalyzed by (S,S)-5a were well realized, generating a wide range of the structurally important chiral multicarbonyl products in good to excellent yields with high stereocontrol (up to 97% yield, 99% ee). In addition, a series of P-31 NMR experiments were carried out to further investigate the catalytic process.

Automated summary

A series of structurally novel multifunctional chiral aminophosphine catalysts were developed through a concise synthetic strategy. These catalysts were successful in catalyzing the highly enantioselective intermolecular cross Rauhut-Currier reactions between vinyl ketones and 3-acyl acrylates and 2-ene-1,4-diones, generating a wide range of structurally important chiral multicarbonyl products with high stereocontrol.