A novel tetrahydroxydiboron and nickel chloride cocatalyzed radical cyclization cascade with a broad substrate scope and an ultrashort reaction time was developed. The mechanistic investigation indicated that the reaction might involve a homocleavage of tetrahydroxydiboron and nickel hydride intermediates. This approach enables the simple and efficient synthesis of a series of heteropolycycles.
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The Proton of Alcohols as Hydrogen Source in Diboron-Mediated Nickel-Catalyzed Asymmetric Transfer Hydrogenation of Cyclic -Sulfonyl Imines.
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State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian, Liaoning 116023, P. R. China.
The proton of alcohols as the sole hydrogen source in diboron-mediated nickel-catalyzed asymmetric transfer hydrogenation of cyclic -sulfonyl imines has been developed, providing the chiral cyclic sulfamidates in excellent enantioselectivities. The mechanistic investigations suggested that the proton of alcohols could be activated by tetrahydroxydiboron to form active nickel hydride species.
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Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. China.
A novel tetrahydroxydiboron and nickel chloride cocatalyzed radical cyclization cascade with a broad substrate scope and an ultrashort reaction time was developed. The mechanistic investigation indicated that the reaction might involve a homocleavage of tetrahydroxydiboron and nickel hydride intermediates. This approach enables the simple and efficient synthesis of a series of heteropolycycles.
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Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. China.
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Roy and Diana Vagelos Laboratories and Penn/Merck Laboratory for High Throughput Experimentation, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom-economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium- and copper-catalyzed processes, prompted us to develop an alternative method.
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