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Catalytic Enantioselective Synthesis of Oxazolines with Vinylogous Isocyano Esters.


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.

SUBMITTER: Guzman-Cedillo C 

PROVIDER: S-EPMC12418506 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature