Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media
An efficient chromium(III) chloride-catalyzed Michael-type reaction of water or alcohol with α,β-unsaturated ketones is developed. A variety of α,β-unsaturated ketones effectively reacted with either water or alcohols to give the corresponding β-hydroxyl ketones or β-alkoxyl ketones in modest to hig...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2020
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/139182 |
| _version_ | 1824455132712009728 |
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| author | Yun, Jin-Jin Liu, Xuan-Yu Deng, Wei Chu, Xue-Qiang Shen, Zhi-Liang Loh, Teck-Peng |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Yun, Jin-Jin Liu, Xuan-Yu Deng, Wei Chu, Xue-Qiang Shen, Zhi-Liang Loh, Teck-Peng |
| author_sort | Yun, Jin-Jin |
| collection | NTU |
| description | An efficient chromium(III) chloride-catalyzed Michael-type reaction of water or alcohol with α,β-unsaturated ketones is developed. A variety of α,β-unsaturated ketones effectively reacted with either water or alcohols to give the corresponding β-hydroxyl ketones or β-alkoxyl ketones in modest to high yields with excellent compatibility to various functional groups. The approach was further utilized for the preparation of synthetically useful compounds containing tetrahydrofuran skeleton. |
| first_indexed | 2025-02-19T03:33:21Z |
| format | Journal Article |
| id | ntu-10356/139182 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2025-02-19T03:33:21Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-10356/1391822020-05-18T01:43:53Z Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media Yun, Jin-Jin Liu, Xuan-Yu Deng, Wei Chu, Xue-Qiang Shen, Zhi-Liang Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Alcohols Ketones An efficient chromium(III) chloride-catalyzed Michael-type reaction of water or alcohol with α,β-unsaturated ketones is developed. A variety of α,β-unsaturated ketones effectively reacted with either water or alcohols to give the corresponding β-hydroxyl ketones or β-alkoxyl ketones in modest to high yields with excellent compatibility to various functional groups. The approach was further utilized for the preparation of synthetically useful compounds containing tetrahydrofuran skeleton. 2020-05-18T01:43:53Z 2020-05-18T01:43:53Z 2018 Journal Article Yun, J.-J., Liu, X.-Y., Deng, W., Chu, X.-Q., Shen, Z.-L., & Loh, T.-P. (2018). Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media. The Journal of Organic Chemistry, 83(18), 10898-10907. doi:10.1021/acs.joc.8b01584 0022-3263 https://hdl.handle.net/10356/139182 10.1021/acs.joc.8b01584 30110165 2-s2.0-85052296057 18 83 10898 10907 en The Journal of Organic Chemistry © 2018 American Chemical Society. All rights reserved. |
| spellingShingle | Science::Chemistry Alcohols Ketones Yun, Jin-Jin Liu, Xuan-Yu Deng, Wei Chu, Xue-Qiang Shen, Zhi-Liang Loh, Teck-Peng Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title | Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title_full | Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title_fullStr | Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title_full_unstemmed | Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title_short | Chromium(III)-catalyzed addition of water and alcohol to α,β-unsaturated ketones for the synthesis of β-hydroxyl and β-alkoxyl ketones in aqueous media |
| title_sort | chromium iii catalyzed addition of water and alcohol to α β unsaturated ketones for the synthesis of β hydroxyl and β alkoxyl ketones in aqueous media |
| topic | Science::Chemistry Alcohols Ketones |
| url | https://hdl.handle.net/10356/139182 |
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