Abstract
The first all-carbon [4+2] cycloaddition catalyzed by an N-heterocyclic carbene has been reported. A variety of α,β-unsaturated acid fluorides 2 and silyl dienol ethers 3 react to give 1,3-cyclohexadienes 4 in good to high yields with complete diastereocontrol. Mechanistic investigations support a concerted process with strong preference for endo orientation of the coupling partners. Use of cyclic dienolates proved crucial for the success of the reaction as acyclic or aldehyde-derived dienolates delivered O-acylation products.
Sign-in/Register to access full text options 
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 callDisclaimer: 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.
