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: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/138739
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.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.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Science::Chemistry
Catalysts
Hydrocarbons
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
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.
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
format Article
author Yao, Jian
Yin, Long
Shen, Yue
Lu, Tao
Hayashi, Tamio
Dou, Xiaowei
author_sort Yao, Jian
title 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_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_sort catalytic asymmetric conjugate arylation of γ,δ-unsaturated β-dicarbonyl compounds
publishDate 2020
url https://hdl.handle.net/10356/138739
_version_ 1681059790433812480