| Autor: |
Jia‐Wang Wang, De‐Guang Liu, Zhe Chang, Zhen Li, Yao Fu, Xi Lu |
| Rok vydání: |
2022 |
| Předmět: |
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| Zdroj: |
Angewandte Chemie (International ed. in English). 61(31) |
| ISSN: |
1521-3773 |
| Popis: |
Regiodivergent alkene functionalization that produces either regioisomer starting from the same raw materials is desirable. Herein, we report a nickel-catalyzed switchable site-selective alkene hydroalkylation. The selection of reaction temperatures leads to protocols that provide regiodivergent hydroalkylated products starting from a single alkene substrate. This protocol allows the convenient synthesis of α- and β-branched protected amines, both of which are important to the fields of pharmaceutical chemistry and biochemistry. In addition, enantioenriched β-branched alkylamines can be accessed in a catalytic asymmetric variant. Preliminary mechanistic studies indicate that the formation of a more stable nickelacycle provides the driving force of migration. The thermodynamic and kinetic properties of different reduction elimination intermediates are responsible for the switchable site-selectivity. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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