Volume 42, Issue 4 pp. 356-362
Concise Report

Nickel-Catalyzed Stereoselective Migratory Carboboration of 1,4-Cyclohexadiene

Yaoyu Ren

Yaoyu Ren

The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei, 430072 China

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Lujin Wang

Lujin Wang

The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei, 430072 China

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Chao Ding

Chao Ding

The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei, 430072 China

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Yangyang Li

Corresponding Author

Yangyang Li

The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei, 430072 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Guoyin Yin

Corresponding Author

Guoyin Yin

The Institute for Advanced Studies, Wuhan University, Wuhan, Hubei, 430072 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 03 October 2023
Citations: 1

Dedicated to the Memory of Professor Xiyan Lu.

Comprehensive Summary

Multi-substituted cyclohexanes play a crucial role as scaffolds in bioactive compounds. While significant progress has been made in synthesizing substituted cyclohexanes, methods for the stereoselective assembly of 1,3-disubstituted cyclohexanes remain scarce. This study presents a novel approach involving nickel catalysis to achieve stereoselective carboboration of 1,4-cyclohexadiene. This innovative process allows for the simultaneous introduction of a boron group and an aryl or an alkyl fragment into the 1,4-cyclohexadiene framework under mild conditions, with exclusive regioselectivity and excellent cis configuration. The resulting products feature a double carbon bond and the incorporation of the boron group, offering significant potential for subsequent transformations and downstream applications.image

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