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Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

Journal of the American Chemical SocietyPublished 24 May 2016Open access
Xingkuan Chen, Jacqueline Zi Mei Fong, Jianfeng Xu, Chengli Mou, Yunpeng Lu, Song Yang
Citations93
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Abstract

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 α,α-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.

Keywords

Chemistry