Abstract
AbstractWe report herein the first KHMDS‐catalyzed Michael additions of allylic alcohols to α,β‐unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5‐ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS‐catalyzed in‐situ generation of the enolate from the allylic alcohol through a tunneling‐assisted 1,2‐hydride shift is the key to the success of this transformation.magnified image
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.
