دورية أكاديمية
Cobalt-catalyzed deoxygenative triborylation of allylic ethers to access 1,1,3-triborylalkanes
| العنوان: | Cobalt-catalyzed deoxygenative triborylation of allylic ethers to access 1,1,3-triborylalkanes |
|---|---|
| المؤلفون: | Teo, Wei Jie, Yang, Xiaoxu, Poon, Yeng Yeng, Ge, Shaozhong |
| المساهمون: | Ministry of Education - Singapore |
| المصدر: | Nature Communications ; volume 11, issue 1 ; ISSN 2041-1723 |
| بيانات النشر: | Springer Science and Business Media LLC |
| سنة النشر: | 2020 |
| مصطلحات موضوعية: | General Physics and Astronomy, General Biochemistry, Genetics and Molecular Biology, General Chemistry, Multidisciplinary |
| الوصف: | Polyborylated organic compounds have been emerging as versatile building blocks in chemical synthesis. Here we report a selective cobalt-catalyzed deoxygenative 1,1,3-triborylation reaction of allylic ethers with pinacolborane to prepare 1,1,3-triborylalkane compounds. With naturally abundant and/or synthetic cinnamic methyl ethers as starting materials, we have achieved the synthesis of a variety of 1,1,3-triborylalkanes (25 examples). The synthetic utility of these 1,1,3-triborylalkanes is demonstrated through site-selective allylation, protodeborylation, and consecutive carbon-carbon bond-forming reactions. Mechanistic studies including deuterium-labeling and control experiments suggest that this 1,1,3-triborylation reaction proceeds through initial cobalt-catalyzed deoxygenative borylation of allylic ethers to form allylic boronates followed by cobalt-catalyzed 1,1-diborylation of the resulting allylic boronates. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1038/s41467-020-19039-7 |
| الإتاحة: | https://doi.org/10.1038/s41467-020-19039-7Test https://www.nature.com/articles/s41467-020-19039-7.pdfTest https://www.nature.com/articles/s41467-020-19039-7Test |
| حقوق: | https://creativecommons.org/licenses/by/4.0Test ; https://creativecommons.org/licenses/by/4.0Test |
| رقم الانضمام: | edsbas.B57905AA |
| قاعدة البيانات: | BASE |
| DOI: | 10.1038/s41467-020-19039-7 |
|---|