Nickel catalyzed dealkoxylative Csp2–Csp3 cross coupling reactions – stereospecific synthesis of allylsilanes from enol ethers

Lin Guo; Matthias Leiendecker; Chien-Chi Hsiao; Christoph Baumann; Magnus Rueping

doi:10.1039/C4CC08187K

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Nickel catalyzed dealkoxylative C_sp2–C_sp3 cross coupling reactions – stereospecific synthesis of allylsilanes from enol ethers†

Lin Guo,‡^a Matthias Leiendecker,‡^a Chien-Chi Hsiao,^a Christoph Baumann^a and Magnus Rueping*^a

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* Corresponding authors

^a RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, D-52074 Aachen, Germany
E-mail: magnus.rueping@rwth-aachen.de
Fax: +49 241 8092665

Abstract

The application of cyclic and acyclic enol ethers as electrophiles in cross coupling reactions offers new possibilities for the preparation of functional compounds. A novel nickel catalyzed dealkoxylative cross coupling reaction allows access to structurally diverse allylsilanes and alcohol derivatives with high stereospecificity and in good yields under mild reaction conditions directly from the corresponding enol ethers.

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Article information

DOI: https://doi.org/10.1039/C4CC08187K
Article type: Communication
Submitted: 15 Oct 2014
Accepted: 11 Dec 2014
First published: 22 Dec 2014

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Chem. Commun., 2015,51, 1937-1940

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Nickel catalyzed dealkoxylative C_sp2–C_sp3 cross coupling reactions – stereospecific synthesis of allylsilanes from enol ethers

L. Guo, M. Leiendecker, C. Hsiao, C. Baumann and M. Rueping, Chem. Commun., 2015, 51, 1937 DOI: 10.1039/C4CC08187K

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