Xingkuan Chen, Jacqueline Zi Mei Fong, Jianfeng Xu, Chengli Mou, Yunpeng Lu, Song Yang, Bao-An Song, and Yonggui Robin Chi
Journal of the American Chemical Society. 6/15/2016, Vol. 138 Issue 23, p7212-7215. 4p.
ESTERS, CHEMICAL synthesis, KINETIC resolution, CARBENES (Methylene compounds), CATALYSTS, CHEMICAL reactions, and BIOCHEMICAL substrates
Carbene-catalyzed reaction of carboxylic esters has the potential to offer effective synthetic solutions that cannot be readily achieved by using the more conventional aldehyde-type substrates. Here we report the first carbene-catalyzed dynamic kinetic resolution of a,a-disubstituted carboxylic esters with up to 99:1 er and 99% yield. The present study clearly illustrates the unique power of carbene-catalyzed reactions of readily available and easy to handle carboxylic esters. [ABSTRACT FROM AUTHOR]