التفاصيل البيبلوغرافية
| 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 |
| المصدر: |
Nature Communications; 10/15/2020, Vol. 11 Issue 1, pN.PAG-N.PAG, 1p |
| مصطلحات موضوعية: |
ETHERS, CHEMICAL synthesis, ORGANOBORON compounds, ORGANIC compounds, BORYLATION, METHYL ether, HYDROXYCINNAMIC acids |
| مستخلص: |
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. Organoboron compounds are versatile intermediates in chemical synthesis. Here, the authors report a selective cobalt-catalyzed deoxygenative triborylation of allylic ethers with pinacolborane to prepare 1,1,3-triborylalkane compounds. [ABSTRACT FROM AUTHOR] |
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| قاعدة البيانات: |
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