n-Butyllithium catalyzed hydroboration of imines and alkynes

Literature Information

Publication Date 2019-01-15
DOI 10.1039/C8QO01289J
Impact Factor 5.281
Authors

Dandan Yan, Xueli Wu, Jian Xiao, Zhangye Zhu, Xiaojuan Xu, Xiaoguang Bao, Yingming Yao, Qi Shen, Mingqiang Xue


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Abstract

The first examples of the hydroboration of imines with HBpin catalyzed by the commercially available n-BuLi are reported herein. Good functional group tolerance under mild conditions and short reaction time have been achieved. Further investigation showed that n-BuLi could also serve as an efficient catalyst for the hydroboration of alkynes with HBpin. High chemoselectivity toward imines over alkynes is presented. A possible mechanistic pathway of the n-BuLi catalyzed hydroboration of imines with HBpin is proposed based on computational studies.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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