Abstract
Carroll-rearrangement-type intramolecular decarboxylative allylation of β-keto allyl esters with a cationic CpRu complex bearing a chiral bisamidine-type bidentate ligand is reported. The catalytic system allows the efficient transformation of the mono substituted, 3-arylallyl esters of β-keto acids to the corresponding γ,δ-enones. Notably, the catalytic turnover is more than an order higher than that of the previously reported examples. The developed reaction system displays improved regioselectivity and enantioselectivity and a broad substrate scope. Mechanistic studies using NMR experiments, substrate-structure/reactivity relationship studies, and crossover experiment reveal a possible reaction pathway involving the enolate of the β-keto acid.
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.
