Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids

Xiao‐Yu Lu, Jinsong Li, Shi-Qun Wang, Yu-Jing Zhu, Yue‐Ming Li, Lu‐Yu Yan, Jiamei Li, Jinyu Wang, Haipin Zhou, Xiutao Ge

Chemical Communications · 2019 · 27 citations · 43 references

Concepts

Abstract

A Pd-catalyzed decarboxylative cross-coupling of α,β-unsaturated carboxylic acids with cyclic and acyclic epoxides has been developed. Both β-monosubstituted and β-disubstituted unsaturated carboxylic acids, as well as conjugated diene unsaturated carboxylic acids are suitable reaction substrates. Substituted homoallylic alcohols were obtained in moderate to good yields. The product was obtained as a mixture of diastereomers favoring the anti diastereomer of the cyclic epoxides. This work provides a method for the modification of complex organic molecules containing α,β-unsaturated carboxylic acids.

References

43