Electric Literature of C11H16O《Catalytic and enantioselective bromoetherification of olefinic 1,3-diols: mechanistic insight》 was published in 2016. The authors were Ke, Zhihai;Tan, Chong Kiat;Liu, Yi;Lee, Keefe Guang Zhi;Yeung, Ying-Yeung, and the article was included in《Tetrahedron》. The author mentioned the following in the article:
How can high enantioselectivity be achieved when the racemic background reaction proceeds at a rate comparable to that of the catalytic asym. reaction. We attempted to rationalize this counterintuitive observation by studying the effect of (1) catalyst structure, (2) temperature and addition sequence of components, (3) catalyst loading, and (4) Bronsted acid additives. In the course of our investigation, it was found that increasing the amount of catalyst used led to inhibition of the stoichiometric reaction. Olefinic 1,3-diol 1, 5 mol % of catalyst 3a, 1 equiv of MsOH, and NBS were added at low temperature in a specific sequence to provide the best performance for the enantioselective bromoetherification. And 4-tert-Amylphenol (cas: 80-46-6) was used in the research process.
4-tert-acylphenol (cas:80-46-6) contains hydroxyl group. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Electric Literature of C11H16O
Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts