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...
Main Authors: | , , , , , |
---|---|
Other Authors: | |
Format: | Journal Article |
Language: | English |
Published: |
2020
|
Subjects: | |
Online Access: | https://hdl.handle.net/10356/138739 |
_version_ | 1824457003403051008 |
---|---|
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. |
first_indexed | 2025-02-19T04:03:05Z |
format | Journal Article |
id | ntu-10356/138739 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2025-02-19T04:03:05Z |
publishDate | 2020 |
record_format | dspace |
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 |
work_keys_str_mv | AT yaojian catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds AT yinlong catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds AT shenyue catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds AT lutao catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds AT hayashitamio catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds AT douxiaowei catalyticasymmetricconjugatearylationofgdunsaturatedbdicarbonylcompounds |