Lorenz Jon C, Long Jiang, Yang Zhiqiang, Xue Song, Xie Yinong, Shi Yian
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
J Org Chem. 2004 Jan 23;69(2):327-34. doi: 10.1021/jo030312v.
A class of zinc reagents (RXZnCH(2)Y) generated with an appropriate organozinc is very effective for the cyclopropanation of olefins. The reactivity and selectivity of these reagents can be regulated by tuning the electronic and steric nature of the RX group on Zn. A reasonable level of enantioselectivity was obtained for the cyclopropanation of unfunctionalized olefins when a chiral (iodomethyl)zinc species was used, providing a valuable approach for the asymmetric cyclopropanation of unfunctionalized olefins.
一类由合适的有机锌生成的锌试剂(RXZnCH(2)Y)对烯烃的环丙烷化反应非常有效。这些试剂的反应性和选择性可以通过调节锌上RX基团的电子和空间性质来调控。当使用手性(碘甲基)锌物种时,对于未官能化烯烃的环丙烷化反应可获得合理水平的对映选择性,这为未官能化烯烃的不对称环丙烷化提供了一种有价值的方法。