Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/148640
Title: Access to optically enriched α-aryloxycarboxylic esters via carbene-catalyzed dynamic kinetic resolution and transesterification
Authors: Liu, Bin 
Song, Runjiang
Xu, Jun
Majhi, Kumar Pankaj
Yang, Xing
Yang, Song
Jin, Zhichao
Chi, Robin Yonggui
Keywords: Science::Chemistry
Issue Date: 2020
Source: Liu, B., Song, R., Xu, J., Majhi, K. P., Yang, X., Yang, S., Jin, Z. & Chi, R. Y. (2020). Access to optically enriched α-aryloxycarboxylic esters via carbene-catalyzed dynamic kinetic resolution and transesterification. Organic Letters, 22(9), 3335-3338. https://dx.doi.org/10.1021/acs.orglett.0c00748
Journal: Organic Letters
Abstract: Optically active α-aryloxycarboxylic acids and their derivatives are important functional molecules. Disclosed here is a carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of molecules with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that can quickly epimerize to each other and thus allows for effective dynamic kinetic resolution to be realized. The optically enriched ester products from our reaction can be quickly transformed to chiral herbicides and other bioactive molecules.
URI: https://hdl.handle.net/10356/148640
ISSN: 1523-7052
DOI: 10.1021/acs.orglett.0c00748
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.0c00748
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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