Catalytic Enantioselective Synthesis of Oxazolines with Vinylogous Isocyano Esters

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Abstract
Vinylogous isocyano esters were prepared for the first time. They react with aldehydes to give chiral oxazolines bearing a pendant conjugated ester under synergistic silver/organocatalysis. The reaction is carried out using a bifunctional squaramide in combination with silver oxide and performs well with a number of aryl, heteroaryl, and cycloalkyl aldehydes, providing the expected heterocycles in good yields with good diastereoselectivity and enantiomeric excesses ranging from 60% to 95% ee.
Funding Information
  • Generalitat Valenciana (CIGRIS/2022/180)
  • Agencia Estatal de Investigaci?n (PID2023-147402NB-100)
  • European Social Fund Plus

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