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Hexamethyldisilazane Lithium (LiHMDS)-Promoted Hydroboration of Alkynes and Alkenes with Pinacolborane

Jichao Liu, Caiyan Wu, Tinghui Hu, Wei Yang, Yaoyao Xie, Yinyin Shi, Qianrui Liu, Yinlin Shao* and Fangjun Zhang*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China, Email:,

J. Liu, C. Wu, T. Hu, W. Yang, Y. Xie, Y. Shi, Q. Li, Y. Shao, F. Zhang, J. Org. Chem., 2022, 87, 3442-3452.

DOI: 10.1021/acs.joc.1c03012

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The use of hexamethyldisilazane lithium as a precatalyst enables a lithium-promoted hydroboration of alkynes and alkenes with HBpin as the hydride source. This method offers a remarkable substrate tolerance and good yields. The hydroboration proceeds through in situ-formed BH3 driving the turnover of the hydroboration of alkynes and alkenes.

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Key Words

alkenylboronates, alkylboronates

ID: J42-Y2022