Pd-Catalyzed Skeletal Rearrangement via C(sp3)-C(sp3) Activation to Access α,β-Unsaturated δ/γ-Lactone
Kartic Manna1, Suman Maji1, Akhilesh Sharma2
1Department of Chemistry, Indian Institute of Technology Bombay Powai, Mumbai, 400076, India.
Abstract:
The activation of non-polar aliphatic C-C bonds represents a significant challenge that remains to be addressed in the field of Pd(II) catalysis. In this study, we present a dual ligand approach as a means of addressing this issue. The process entails lactonization of cyclobutane and cyclopropane carboxylic acid via the activation of non-polar C(sp3)-C(sp3) bond despite the high feasibility of both οrtho-C(sp2)-H and β or γ -C(sp3)-H activation. Density Functional Theory (DFT) calculations were performed to reveal the mechanistic insights and elucidate the role of dual ligands in facilitating this challenging transformation.
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