Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

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 este...

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Veröffentlicht in:Journal of the American Chemical Society 2016-06, Vol.138 (23), p.7212-7215
Hauptverfasser: Chen, Xingkuan, Fong, Jacqueline Zi Mei, Xu, Jianfeng, Mou, Chengli, Lu, Yunpeng, Yang, Song, Song, Bao-An, Chi, Yonggui Robin
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Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.6b00406