Copper‐Catalyzed γ‐Selective and Stereospecific Allylic Cross‐Coupling with Secondary Alkylboranes |
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| Authors: | Yuto Yasuda Kazunori Nagao Yoshinori Shido Prof. Dr. Seiji Mori Prof. Dr. Hirohisa Ohmiya Prof. Dr. Masaya Sawamura |
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| Affiliation: | 1. Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060‐0810 (Japan),;2. http://wwwchem.sci.hokudai.ac.jp/～orgmet/index.php;3. Faculty of Science, Ibaraki University, Mito 310‐8512 (Japan) |
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| 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 γ‐E‐selectivity and preferential 1,3‐syn stereoselectivity. The reaction of γ‐silicon‐substituted allylic phosphates affords enantioenriched α‐stereogenic allylsilanes. |
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| Keywords: | allylic substitution copper catalysis coupling secondary alkylborane stereoselectivity |
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