Centre in Green Chemistry and Catalysis, FAS-Department of Chemistry, Université de Montréal , P.O. Box 6128, Station Downtown, Montréal, Québec, Canada , H3C 3J7.
Org Lett. 2014 Mar 7;16(5):1490-3. doi: 10.1021/ol500267w. Epub 2014 Feb 20.
The Simmons-Smith reaction of zinc carbenoids with alkenes is a powerful method to access cyclopropanes containing various substitution patterns. This work exploits the high reactivity of aryldiazomethanes toward zinc halides to generate aryl-substituted carbenoids catalytically. These carbenoids are able to cyclopropanate various alkenes diastereoselectively, including unfunctionalized substrates such as styrenes. The zinc catalyst can be modified to tolerate the use of free allylic alcohols.
锌叶立德与烯烃的 Simmons-Smith 反应是一种获得具有各种取代模式的环丙烷的有效方法。这项工作利用芳基重氮甲烷对卤化锌的高反应性来催化生成芳基取代的叶立德。这些叶立德能够对各种烯烃进行立体选择性环丙烷化，包括非官能化的底物，如苯乙烯。锌催化剂可以进行修饰以耐受游离烯丙醇的使用。
