Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

Xingkuan Chen; Jacqueline Zi Mei Fong; Jianfeng Xu; Chengli Mou; Yunpeng Lu; Song Yang; Bao An Song; Yonggui Robin Chi

doi:10.1021/jacs.6b00406

Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

Xingkuan Chen, Jacqueline Zi Mei Fong, Jianfeng Xu, Chengli Mou, Yunpeng Lu, Song Yang, Bao An Song, Yonggui Robin Chi^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

72 Citations (Scopus)

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.

Original language	English
Pages (from-to)	7212-7215
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	138
Issue number	23
DOIs	https://doi.org/10.1021/jacs.6b00406
Publication status	Published - Jun 15 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 American Chemical Society.

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/jacs.6b00406

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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.",

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AU - Chen, Xingkuan

AU - Fong, Jacqueline Zi Mei

AU - Xu, Jianfeng

AU - Mou, Chengli

AU - Lu, Yunpeng

AU - Yang, Song

AU - Song, Bao An

AU - Chi, Yonggui Robin

PY - 2016/6/15

Y1 - 2016/6/15

N2 - 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.

AB - 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.

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JF - Journal of the American Chemical Society

IS - 23

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Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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