Chromium(II)-catalyzed enantioselective arylation of ketones
The chromium-catalyzed enantioselective addition of carbo halides to carbonyl compounds is an important transformation in organic synthesis. However, the corresponding catalytic enantioselective arylation of ketones has not been reported to date. Herein, we report the first Cr-catalyzed enantioselec...
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Format: | Article |
Language: | English |
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Beilstein-Institut
2016-12-01
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Series: | Beilstein Journal of Organic Chemistry |
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Online Access: | https://doi.org/10.3762/bjoc.12.275 |
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author | Gang Wang Shutao Sun Ying Mao Zhiyu Xie Lei Liu |
author_facet | Gang Wang Shutao Sun Ying Mao Zhiyu Xie Lei Liu |
author_sort | Gang Wang |
collection | DOAJ |
description | The chromium-catalyzed enantioselective addition of carbo halides to carbonyl compounds is an important transformation in organic synthesis. However, the corresponding catalytic enantioselective arylation of ketones has not been reported to date. Herein, we report the first Cr-catalyzed enantioselective addition of aryl halides to both arylaliphatic and aliphatic ketones with high enantioselectivity in an intramolecular version, providing facile access to enantiopure tetrahydronaphthalen-1-ols and 2,3-dihydro-1H-inden-1-ols containing a tertiary alcohol. |
first_indexed | 2024-12-16T23:36:14Z |
format | Article |
id | doaj.art-e2ca59882450497186868c1a2640fd17 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-16T23:36:14Z |
publishDate | 2016-12-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-e2ca59882450497186868c1a2640fd172022-12-21T22:11:45ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-12-011212771277510.3762/bjoc.12.2751860-5397-12-275Chromium(II)-catalyzed enantioselective arylation of ketonesGang Wang0Shutao Sun1Ying Mao2Zhiyu Xie3Lei Liu4Shenzhen Research Institute of Shandong University, Shenzhen 518057, ChinaSchool of Pharmaceutical Sciences, Shandong University, Jinan 250012, ChinaSchool of Pharmaceutical Sciences, Shandong University, Jinan 250012, ChinaSchool of Pharmaceutical Sciences, Shandong University, Jinan 250012, ChinaShenzhen Research Institute of Shandong University, Shenzhen 518057, ChinaThe chromium-catalyzed enantioselective addition of carbo halides to carbonyl compounds is an important transformation in organic synthesis. However, the corresponding catalytic enantioselective arylation of ketones has not been reported to date. Herein, we report the first Cr-catalyzed enantioselective addition of aryl halides to both arylaliphatic and aliphatic ketones with high enantioselectivity in an intramolecular version, providing facile access to enantiopure tetrahydronaphthalen-1-ols and 2,3-dihydro-1H-inden-1-ols containing a tertiary alcohol.https://doi.org/10.3762/bjoc.12.275arylationasymmetric catalysischromiumketonetertiary alcohol |
spellingShingle | Gang Wang Shutao Sun Ying Mao Zhiyu Xie Lei Liu Chromium(II)-catalyzed enantioselective arylation of ketones Beilstein Journal of Organic Chemistry arylation asymmetric catalysis chromium ketone tertiary alcohol |
title | Chromium(II)-catalyzed enantioselective arylation of ketones |
title_full | Chromium(II)-catalyzed enantioselective arylation of ketones |
title_fullStr | Chromium(II)-catalyzed enantioselective arylation of ketones |
title_full_unstemmed | Chromium(II)-catalyzed enantioselective arylation of ketones |
title_short | Chromium(II)-catalyzed enantioselective arylation of ketones |
title_sort | chromium ii catalyzed enantioselective arylation of ketones |
topic | arylation asymmetric catalysis chromium ketone tertiary alcohol |
url | https://doi.org/10.3762/bjoc.12.275 |
work_keys_str_mv | AT gangwang chromiumiicatalyzedenantioselectivearylationofketones AT shutaosun chromiumiicatalyzedenantioselectivearylationofketones AT yingmao chromiumiicatalyzedenantioselectivearylationofketones AT zhiyuxie chromiumiicatalyzedenantioselectivearylationofketones AT leiliu chromiumiicatalyzedenantioselectivearylationofketones |