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Updated: Jun 14, 2025
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Enantio- and E-Selective Copper-Catalyzed Three-Component Hydrofunctionalization of Internal Allenes Bearing
Yujie Dong1, Nianci Zhang1, Rongjin Ning1
1Department of Chemisty, College of Science, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193, People's Republic of China.
Abstract:
Internal allenes are challenging substrates in copper-catalyzed borylative difunctionalization. When internal allenes featuring a methylidenecyclobutane motif were employed, a copper-catalyzed hydrofunctionalization reaction using diborons and ketones as reaction partners in the presence of a chiral monophosphorus ligand was developed, affording a series of unsaturated chiral tertiary alcohols preserving the methylidenecyclobutane motif in high regio- and stereoselectivities. Control experiments suggest that the reaction involves a boronation-deboronation process, and a plausible mechanism has been proposed.
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