4.7 Article

A Selective and Functional Group-Tolerant Ruthenium-Catalyzed Olefin Metathesis/Transfer Hydrogenation Tandem Sequence Using Formic Acid as Hydrogen Source

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JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 5, 页码 2542-2553

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02468

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  1. National Science Centre (Poland) [UMO-2013/09/B/ST5/03535]

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A ruthenium-catalyzed transfer hydrogenation of olefins utilizing formic acid as a hydrogen donor is described. The application of commercially available alkylidene ruthenium complexes opens access to attractive C(sp3)-C(sp3) bond formation in an olefin metathesis/transfer hydrogenation sequence under tandem catalysis conditions. High chemo-selectivity of the developed methodology provides a remarkable synthetic tool for the reduction of various functionalized alkenes under mild reaction conditions. The developed methodology is applied for the formal synthesis of the drugs pentoxyverine and bencyclane.

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