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

Organic Letters · 2024 · 13 citations · 41 references

Concepts

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.

References

41