Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds

The first catalytic asymmetric conjugate addition to γ,δ-unsaturated β-dicarbonyl compounds was developed. With a chiral diene-rhodium(I) μ-chloro dimer as the catalyst in toluene/H2O, asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds with arylboronic acids proceeded in high e...

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Main Authors: Yao, Jian, Yin, Long, Shen, Yue, Lu, Tao, Hayashi, Tamio, Dou, Xiaowei
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/138739
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author Yao, Jian
Yin, Long
Shen, Yue
Lu, Tao
Hayashi, Tamio
Dou, Xiaowei
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Yao, Jian
Yin, Long
Shen, Yue
Lu, Tao
Hayashi, Tamio
Dou, Xiaowei
author_sort Yao, Jian
collection NTU
description The first catalytic asymmetric conjugate addition to γ,δ-unsaturated β-dicarbonyl compounds was developed. With a chiral diene-rhodium(I) μ-chloro dimer as the catalyst in toluene/H2O, asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds with arylboronic acids proceeded in high efficiency with excellent enantioselectivities. The generated β-dicarbonyl products are versatile chiral synthons, which can be easily converted to diverse important chiral structures.
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spelling ntu-10356/1387392020-05-12T05:49:37Z Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds Yao, Jian Yin, Long Shen, Yue Lu, Tao Hayashi, Tamio Dou, Xiaowei School of Physical and Mathematical Sciences Science::Chemistry Catalysts Hydrocarbons The first catalytic asymmetric conjugate addition to γ,δ-unsaturated β-dicarbonyl compounds was developed. With a chiral diene-rhodium(I) μ-chloro dimer as the catalyst in toluene/H2O, asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds with arylboronic acids proceeded in high efficiency with excellent enantioselectivities. The generated β-dicarbonyl products are versatile chiral synthons, which can be easily converted to diverse important chiral structures. MOE (Min. of Education, S’pore) 2020-05-12T05:49:36Z 2020-05-12T05:49:36Z 2018 Journal Article Yao, J., Yin, L., Shen, Y., Lu, T., Hayashi, T., & Dou, X. (2018). Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds. Organic Letters, 20(21), 6882-6885. doi:10.1021/acs.orglett.8b03021 1523-7060 https://hdl.handle.net/10356/138739 10.1021/acs.orglett.8b03021 30350648 2-s2.0-85054901510 21 20 6882 6885 en Organic Letters © 2018 American Chemical Society. All rights reserved.
spellingShingle Science::Chemistry
Catalysts
Hydrocarbons
Yao, Jian
Yin, Long
Shen, Yue
Lu, Tao
Hayashi, Tamio
Dou, Xiaowei
Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title_full Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title_fullStr Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title_full_unstemmed Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title_short Catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
title_sort catalytic asymmetric conjugate arylation of γ δ unsaturated β dicarbonyl compounds
topic Science::Chemistry
Catalysts
Hydrocarbons
url https://hdl.handle.net/10356/138739
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