Cp<sub>2</sub>VCl<sub>2</sub>-Catalyzed Meso-Selective Pinacol Coupling Reaction of Aldimines in the Presence of Chlorosilane and Zinc Metal
作者:Bunpei Hatano、Akiya Ogawa、Toshikazu Hirao
DOI:10.1021/jo981396o
日期:1998.12.1
A catalytic reductive coupling of aldimines was achieved by using a catalyst Cp(2)VCl(2)/PhMe(2)SiCl/Zn system. The influence of the catalyst, chlorosilane, co-reductant, solvent, and temperature on both the yield and diastereoselectivity of the coupling products was investigated in detail. As a result, the present Cp(2)VCl(2)-catalyzed reductive coupling of aldimines in the presence of PhMe(2)SiCl and zinc metal provided the corresponding 1,2-diamines in good yield with high meso selectivity (up to 92% meso), while the reductive coupling of aldehydes, ketones, and aldimines by the hitherto known catalytic methods leads to the preferential formation of dl isomers of the coupling products.