Catalytic Enantioselective Synthesis of Oxazolines with Vinylogous Isocyano Esters
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.
Authors
- Gonzalo Blay (ORCID: https://orcid.org/0000-0002-7379-6789)
- Cristian Guzmán‐Cedillo (ORCID: https://orcid.org/0009-0003-4104-5950)
- Carlos Vila (ORCID: https://orcid.org/0000-0001-9306-1109)
- Amparo Sanz‐Marco (ORCID: https://orcid.org/0000-0002-1729-598X)
- Alicia Monleón (ORCID: https://orcid.org/0000-0001-5526-2073)
Institutions
- Universitat de València (ES)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c02729
- Citations
- 2
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Ministerio de Ciencia, Innovación y Universidades
- Generalitat Valenciana
- Agencia Estatal de Investigación
- European Social Fund