Citation: Liu Wenbo, Lu Zhan. Application of Pinacolborane in Catalytic Enantioselective Hydroboration of Ketones and Imines[J]. Chinese Journal of Organic Chemistry, ;2020, 40(11): 3596-3604. doi: 10.6023/cjoc202008039 shu

Application of Pinacolborane in Catalytic Enantioselective Hydroboration of Ketones and Imines

Liu Wenbo ,
Lu Zhan ^,

Department of Chemistry, Zhejiang University, Hangzhou 310000

Corresponding author: Lu Zhan, luzhan@zju.edu.cn
Received Date: 21 August 2020
Revised Date: 8 September 2020
Available Online: 15 September 2020
Fund Project: National Natural Science Foundation of China 21922107Natural Science Foundation of Zhejiang Province LR19B020001Center of Chemistry for Frontier Technologies and the Fundamental Research Funds for the Central Universities 2019QNA3008Project supported by the National Natural Science Foundation of China (Nos. 21922107, 21772171), the Natural Science Foundation of Zhejiang Province (No. LR19B020001), the Center of Chemistry for Frontier Technologies and the Fundamental Research Funds for the Central Universities (No. 2019QNA3008)National Natural Science Foundation of China 21772771

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Enantioselective hydroboration of ketones and imines provides a powerful method to access valuable chiral alcohols and amines which are widely used in organic synthesis, materials science, pharmaceutical, agrochemistry and fine chemical industry. After invented in 1991, pinacolborane (HBpin) as a stable, commercially available and measurably simple reductive reagent has been widely applied in hydroboration of carbonyl derivatives, imines and nitriles and relevant mechanistic investigation. In the past 5 years, HBpin has also been employed for asymmetric catalytic hydroboration (CHB) to access chiral alcohols and amines. The enantioselective CHB reactions of ketones and imines using HBpin are outlined according to the classification of different catalysts, such as earth abundant transition metals, main group elements, and rare-earth metals.
- pinacolborane,
- asymmetric hydroboration,
- earth abundant transition metal,
- ketone,
- imine
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