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Updated: May 16, 2025

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Synthesis of gem-Diborylcyclopropyl Ketones via Conjugate Addition of Chlorodiborylmethane to α,β-Unsaturated Ketones
Shuang Xu1, Peng-Fei Ning1, Yi Wei1
1Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China.
Abstract:
The carbanion derived from chlorodiborylmethane can act as a soft nucleophile, while the halogen substituent can subsequently function as a leaving group. Taking advantage of this feature, we herein have developed an efficient synthesis of gem-diborylcyclopropyl ketones from a diverse range of enone substrates. We also demonstrated the synthetic utility of this protocol by leveraging the highly transformable nature of the cyclopropyl moiety and the C-B bonds.
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