Abstract
An efficient organocatalytic reaction using 1,3-nitro enynes with 4-hydroxycoumarin and 4-hydroxy-6-methyl-2-pyrone to afford pyrano-annulated scaffolds in high yield (up to 88% yield) and excellent stereoselectivities (up to >20:1 dr and >99% ee) is described. The reaction proceeded through sequential conjugate addition, allene formation, intramolecular oxa-Michael 6-endo-dig cyclization and DABCO-catalyzed olefin isomerization. A kinetic profile for isomerization was established. The mechanism for the organocascade reaction was proposed according to requisite computational and mechanistic experimental studies.
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.
