Abstract

Fluorine‐containing compounds are important in medicine or crop‐protection. Herein, we show asymmetric organocatalytic Michael/oxa‐Michael cascade leading to chiral fluorinated pyrans under mechanochemical conditions. Formal oxa‐Diels‐Alder reaction between fluorine containing unsaturated keto esters and β,γ‐unsaturated ketones afforded a range of drug‐like pyran derivatives in short times and good to high yields. Ball‐milling convey the reaction in short times and high product yields, while keeping high enantiomeric purities of products. The reaction is diastereodivergent depending on the use of either monofunctional amine catalysts or bifunctional thiourea or squaramide.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.