Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones

Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones

(S)-2,15-Br2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catal...

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Bibliographic Details
Published in:Organic letters Vol. 21; no. 13; pp. 5040 - 5045
Main Authors: Chai, Guo-Li, Sun, A-Qiang, Zhai, Dong, Wang, Juan, Deng, Wei-Qiao, Wong, Henry N. C, Chang, Junbiao
Format: Journal Article
Language:English
Published: United States American Chemical Society 05-07-2019
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Summary:(S)-2,15-Br2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01637