LuCl<sub>3</sub>/B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> Cocatalyzed Reductive Deoxygenation of Ketones, Aldehydes, Alcohols, and Ethers to Alkanes with Pinacolborane
Wenli Wang, Yuanling Hu, Jianing Yang, Shuyuan Zhang, Yuqing Zhang, Qian Jin, Moke Xu, Qi Wang, Yinlin Shao, Fangjun Zhang
Abstract
cocatalyzed reductive deoxygenation of 67 ketones, aldehydes, alcohols, and ethers to alkanes under mild conditions. The strategy tolerates reactive amino, hydroxyl, nitro, halogen, vinyl, and ester functional groups, and the results demonstrate rare chemoselective deoxygenation of α,β-unsaturated ketones. Isotopic labeling experiments, control experiments, and derivatization studies are used to elucidate the reaction mechanism.
Topics & Concepts
DeoxygenationChemistryMedicinal chemistryReductive eliminationOrganic chemistryStereochemistryCatalysisChemical Synthesis and ReactionsOxidative Organic Chemistry ReactionsAsymmetric Hydrogenation and Catalysis