Direct Synthesis of Alkenylboronates from Alkenes and Pinacol Diboron via Copper Catalysis
| Autor: | Zengming Shen, Wenkui Lu |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Pinacol Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Copper 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Surface modification Reactivity (chemistry) Physical and Theoretical Chemistry Selectivity |
| Zdroj: | Organic Letters. 21:142-146 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.8b03599 |
| Popis: | We report an efficient approach for the direct synthesis of alkenylboronates using copper catalysis. The Cu/TEMPO catalyst system (where TEMPO = (2,2,6,6-tetramethylpiperidin-1-yl)oxyl) exhibits both excellent reactivity and selectivity for the synthesis of alkenylboronates, starting from inexpensive and abundant alkenes and pinacol diboron. This approach allows for the direct functionalization of both aromatic and aliphatic terminal alkenes. Mechanistic experiments suggest that the alkenylboronates arise from oxyboration intermediates. |
| Databáze: | OpenAIRE |
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