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

Grzegorz K. Zieliński, Jarosława Majtczak, Maciej Gutowski and Karol Grela*

*Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, Warsaw, Poland, Email: karol.grelagmail.com

G. K. Zieliński, J. Majtczak, M. Gutowski, K. Grela, J. Org. Chem., 2018, 83, 2542-2553.

DOI: 10.1021/acs.joc.7b02468

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Abstract

A ruthenium-catalyzed transfer hydrogenation of olefins utilizing formic acid as a hydrogen donor provides a remarkable and chemoselective synthetic tool for the reduction of functionalized alkenes under mild reaction conditions. An olefin metathesis/transfer hydrogenation sequence under tandem catalysis conditions enables an attractive C(sp³)-C(sp³) bond formation.

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Key Words

cyclopentanes, ring closing metathesis, formic acid

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ID: J42-Y2018