Thommes Katrin, Severin Kay
Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL), CH-1015 Lausanne.
Chimia (Aarau). 2010;64(3):188-90. doi: 10.2533/chimia.2010.188.
In organic synthesis, cyclopropanation reactions are often performed with Simmons-Smith-type reagents or by transition metal catalyzed reactions of olefins with diazo compounds. A novel method for the synthesis of substituted cyclopropanes is described that is based on a two-step reaction sequence. Olefins are reacted with 1,1'-dichlorides in a Ru-catalyzed atom transfer radical addition (ATRA) process and the resulting 1,3-dichlorides are directly converted into cyclopropanes by reductive coupling with magnesium. This one-pot procedure is applicable to a variety of substrates and can be performed in an inter- or intramolecular fashion.
在有机合成中，环丙烷化反应通常使用席梦思-史密斯型试剂进行，或者通过烯烃与重氮化合物的过渡金属催化反应来实现。本文描述了一种基于两步反应序列合成取代环丙烷的新方法。烯烃在钌催化的原子转移自由基加成（ATRA）过程中与1,1'-二氯化物反应，生成的1,3-二氯化物通过与镁的还原偶联直接转化为环丙烷。这种一锅法适用于多种底物，并且可以以分子间或分子内的方式进行。
