Ruthenium-Catalyzed Oxidative Cross-Coupling Reaction of Activated Olefins with Vinyl Boronates for the Synthesis of (E,E)-1,3-Dienes

Dattatraya H. Dethe*, Nagabhushana C. Beeralingappa and Amar Uike

*Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India, Email: ddetheiitk.ac.in

D. H. Dethe, N. C. Beeralingappa, A. Uike, J. Org. Chem., 2021, 86, 3444-3455.

DOI: 10.1021/acs.joc.0c02823

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Abstract

An oxidative cross-coupling reaction between activated olefins and vinyl boronate provides synthetically useful (E,E)-1,3-dienes. Exclusive stereoselectivity (only E,E-isomer) was achieved using base-free, ligand-free, and mild catalytic conditions with [RuCl₂(p-cymene)]₂ as catalyst.

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Key Words

1,3-Dienes, Copper(II)

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ID: J42-Y2021