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Copper-Catalyzed gamma-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes

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Title: Copper-Catalyzed gamma-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes
Authors: Yasuda, Yuto Browse this author
Nagao, Kazunori Browse this author
Shido, Yoshinori Browse this author
Mori, Seiji Browse this author
Ohmiya, Hirohisa Browse this author →KAKEN DB
Sawamura, Masaya Browse this author →KAKEN DB
Keywords: allylic substitution
copper catalysis
secondary alkylborane
Issue Date: 26-Jun-2015
Publisher: Wiley-Blackwell
Journal Title: Chemistry - A European Journal
Volume: 21
Issue: 27
Start Page: 9666
End Page: 9670
Publisher DOI: 10.1002/chem.201501055
PMID: 26013036
Abstract: The scope of the copper-catalyzed coupling reactions between organoboron compounds and allylic phosphates is expanded significantly by employing triphenylphosphine as a ligand for copper, allowing the use of secondary alkylboron compounds. The reaction proceeds with complete gamma-E-selectivity and preferential 1,3-syn stereoselectivity. The reaction of gamma-silicon-substituted allylic phosphates affords enantioenriched alpha-stereogenic allylsilanes.
Rights: This is the peer reviewed version of the following article: [Yuto Yasuda et al.,Copper-Catalyzed γ-Selective and Stereospecific Allylic Cross-Coupling with Secondary Alkylboranes. Chemistry - A European Journal, 21(27), p.9666–9670, 2015], which has been published in final form at []. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Type: article (author version)
Appears in Collections:理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 澤村 正也

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