Institute of Microbial Chemistry, Tokyo, 3-14-23 Kamiosaki, Tokyo 141-0021, Japan.
Org Lett. 2012 Mar 2;14(5):1358-61. doi: 10.1021/ol3002078. Epub 2012 Feb 16.
We describe the desymmetrization of meso-glutaric anhydrides to chiral hemiesters using a bench-stable homodinuclear Ni(2)-(Schiff base) complex as the catalyst in good to excellent yield (up to 99%) and enantioselectivity (up to 94%). Using the opposite enantiomer of the catalyst, we obtained the same yield and enantioselectivity with the opposite configuration, thereby gaining access to both hemiester enantiomers.
我们使用一种结构稳定的双核镍(2)-(席夫碱)配合物作为催化剂,实现了间戊二酸酐的非对称去对称化,得到手性半酯,产率(高达 99%)和对映选择性(高达 94%)都很好。使用催化剂的对映异构体,我们以相反的构型获得了相同的产率和对映选择性,从而获得了两种半酯对映异构体。