Kopp Felix, Sklute Genia, Polborn Kurt, Marek Ilan, Knochel Paul
Department Chemie und Biochemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377 Munich, Germany.
Org Lett. 2005 Aug 18;7(17):3789-91. doi: 10.1021/ol051452p.
The reaction of 2,2-dibromo-1-methyl-cyclopropanecarbonitrile (1) with i-PrMgCl in Et(2)O/CH(2)Cl(2) provides the cis-magnesium-carbenoid (2), which reacts with high retention of configuration with various electrophiles. If E = SPh, a stereoselective generation of a quaternary center via a sequential Br/Mg- and sulfoxide/Mg-exchange can be achieved. [reaction: see text]
2,2-二溴-1-甲基环丙烷甲腈（1）与异丙基氯化镁在乙醚/二氯甲烷中反应生成顺式镁卡宾体（2），它与各种亲电试剂反应时构型保持率很高。如果E = 苯硫基，则可通过依次进行溴/镁交换和亚砜/镁交换实现季碳中心的立体选择性生成。[反应：见正文]
