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n-Butyllithium Catalyzed Selective Hydroboration of Aldehydes and Ketones

Zhangye Zhu, Xueli Wu, Xiaojuan Xu, Zhenjie Wu, Mingqiang Xue*, Yingming Yao, Qi Shen, Xiaoguang Bao*

*College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, People's Republic of China, Email: xuemingqiangsuda.edu.cn, xgbaosuda.edu.cn

Z. Zhu, X. Wu, X. Xu,  Z. Wu, M. Xue, Y. Yao, Q. Shen, X. Bao, J. Org. Chem., 2018, 83, 10677-10683.

DOI: 10.1021/acs.joc.8b01495 (free Supporting Information)


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Abstract

Small amounts of n-BuLi catalyze a highly efficient and selective hydroboration of aldehydes and ketones with HBpin. The reaction proceeds rapidly under mild conditions with exceptional functional group compatibility, ample substrate scope, and high selectivity for aldehydes over ketones.


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Key Words

reduction of carbonyl compounds, pinacolborane


ID: J42-Y2018