Department of Chemistry , Colorado State University , Fort Collins , Colorado 80523 , United States.
J Am Chem Soc. 2018 Mar 14;140(10):3547-3550. doi: 10.1021/jacs.8b00766. Epub 2018 Mar 6.
The organic superbase P- t-Bu catalyzes the direct anti-Markovnikov addition of alcohols to aryl alkenes to access valuable β-phenethyl ethers. A diverse substrate scope of aryl alkenes and alcohols is demonstrated, including heterocyclic systems and unprotected aminoalcohols. Mechanistic studies reveal that the reaction is under equilibrium control and extensive comparisons to common inorganic bases indicate that the broad reaction scope is uniquely enabled through the use of the organic superbase.
有机超强碱 P- t-Bu 催化醇对芳基烯烃的直接反马氏加成，从而得到有价值的 β-苯乙基醚。该反应展示了芳基烯烃和醇的广泛底物范围，包括杂环体系和未保护的氨基醇。机理研究表明该反应处于平衡控制，与常见无机碱的广泛比较表明，通过使用有机超强碱可实现独特的广泛反应范围。
