Abstract
A solution to the unmet synthetic challenge of achieving highly atropo-enantioselective transesterification of Bringmann's lactones has been realized, employing a chiral bifunctional amine thiourea as promoter. The synergistic activation of the lactones and alcohols/phenols by the respective thiourea and amine groups is crucial for achieving the highly enantioselective, high-yielding dynamic kinetic resolution process. This protocol gives highly optically pure, axially chiral biaryl compounds with a broad substrate scope under mild reaction conditions.
Original language | English |
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Pages (from-to) | 6956-6959 |
Number of pages | 4 |
Journal | Journal of the American Chemical Society |
Volume | 138 |
Issue number | 22 |
DOIs | |
Publication status | Published - 8 Jun 2016 |
Externally published | Yes |
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Yu, C., Huang, H., Li, X., Zhang, Y., & Wang, W. (2016). Dynamic Kinetic Resolution of Biaryl Lactones via a Chiral Bifunctional Amine Thiourea-Catalyzed Highly Atropo-enantioselective Transesterification. Journal of the American Chemical Society, 138(22), 6956-6959. https://doi.org/10.1021/jacs.6b03609