Herein, we have described the synthesis of novel chiral cyclic phase transfer catalysts (PTCs). These catalysts are synthesized from proline, mandelic acid and tartaric acid by using simple synthetic methods with competitive yields. These chiral cyclic phase transfer catalysts have been characterized by ¹H NMR and ¹³C NMR spectroscopy, IR spectroscopy and elemental analysis. The effectiveness of these novel chiral cyclic phase transfer catalysts was evaluated by applying them in the enantioselective epoxide synthesis from α, β unsaturated ketone (chalcone) and Darzens condensation. The obtained results show that the synthesized derivatives of proline, mandelic acid and tartaric acid are effectual as PTCs.

Herein, we have explored the enantioselective Michael addition of various malonate esters to benzalacetophenone by successful utilization of chiral phase transfer catalysts derived from proline, mandelic acid and tartaric acid under mild phase transfer conditions. The obtained results signify that these chiral phasetransfer catalysts are efficacious towards enantioselective Michael addition as the use of it resulted in good enantioselectivity and appreciable chemical yields.