Phosphine‐Catalyzed anti‐Carboboration of Alkynoates with 9‐BBN‐Based 1,1‐Diborylalkanes: Synthesis and Use of Multisubstituted γ‐Borylallylboranes |
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| Authors: | Ayaka Yamazaki Kazunori Nagao Dr Tomohiro Iwai Prof?Dr Hirohisa Ohmiya Prof?Dr Masaya Sawamura |
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| Institution: | 1. http://wwwchem.sci.hokudai.ac.jp/～orgmet/index.php;2. Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, Japan;3. http://seimitsu.w3.kanazawa‐u.ac.jp/eng/index
0000-0002-1374-1137
Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kanazawa, Japan |
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| Abstract: | Trialkylphosphine organocatalysis has enabled the regioselective anti‐carboboration of alkynoates with 9‐BBN‐based 1,1‐diborylalkanes to produce secondary allylboranes with β‐alkoxycarbonyl and γ‐boryl substituents. The utility of the densely functionalized allylboranes was demonstrated by the highly diastereoselective allylation of N‐(trimethylsilyl)aldimines to produce homoallylamines containing tertiary allylborane and acrylate moieties. |
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| Keywords: | allylation allylboron reagents carboboration 1 1-diborylalkanes organocatalysis |
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