School of Chemistry, Main Building, Cardiff University, Park Place, Cardiff, CF10 3AT, UK.
Org Lett. 2012 Dec 21;14(24):6250-3. doi: 10.1021/ol3030154. Epub 2012 Nov 30.
The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluoro-tert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important class of reaction. Basic hydrolysis of the crude reaction mixture provides access to syn-diols in high yield and stereoselectivity.
本文描述了氟醇对环丙基丙二酰过氧化物催化烯烃双羟化反应的影响。将全氟叔丁醇加入到烯烃和过氧化物的甲苯溶液中，可提高产物的形成速率和观察到的立体选择性，为加速这一重要反应提供了一种简单有效的方法。粗反应混合物的碱性水解可高收率和立体选择性地得到顺式二醇。
