Abstract
The authors report an efficient synthesis of various cyclopentenones from α,β-unsaturated ketones 1 and alkyne-tethered malonate pro-nucleophiles 2. The reaction presumably occurs via a complex mechanism, combining pyrrolidine and a copper(II) species as catalysts. Iminium-ion formation from α,β-unsaturated ketones 1 and pyrrolidine is followed by Michael addition of malonate nucleophiles 2. Subsequently the resulting enamine attacks the adjacent alkyne functionality, which is activated by the copper(II) catalyst. Carbon-carbon bond formation, followed by hydrolysis and protonolysis provides products 3 and recycles the catalysts.
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.
