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...

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Main Authors:	Yun, Jin-Jin, Liu, Xuan-Yu, Deng, Wei, Chu, Xue-Qiang, Shen, Zhi-Liang, Loh, Teck-Peng
Other Authors:	School of Physical and Mathematical Sciences
Format:	Article
Language:	English
Published:	2020
Subjects:	Science::Chemistry Alcohols Ketones
Online Access:	https://hdl.handle.net/10356/139182
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Institution:	Nanyang Technological University
Language:	English

id	sg-ntu-dr.10356-139182
record_format	dspace
spelling	sg-ntu-dr.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.
institution	Nanyang Technological University
building	NTU Library
country	Singapore
collection	DR-NTU
language	English
topic	Science::Chemistry Alcohols Ketones
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
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.
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
format	Article
author	Yun, Jin-Jin Liu, Xuan-Yu Deng, Wei Chu, Xue-Qiang Shen, Zhi-Liang Loh, Teck-Peng
author_sort	Yun, Jin-Jin
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_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_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_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
publishDate	2020
url	https://hdl.handle.net/10356/139182
_version_	1681059517134012416

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

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