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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Autores principales: Wang, Gang, Sun, Shutao, Mao, Ying, Xie, Zhiyu, Liu, Lei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238525/
https://www.ncbi.nlm.nih.gov/pubmed/28144349
http://dx.doi.org/10.3762/bjoc.12.275
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author Wang, Gang
Sun, Shutao
Mao, Ying
Xie, Zhiyu
Liu, Lei
author_facet Wang, Gang
Sun, Shutao
Mao, Ying
Xie, Zhiyu
Liu, Lei
author_sort Wang, Gang
collection PubMed
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.
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spelling pubmed-52385252017-01-31 Chromium(II)-catalyzed enantioselective arylation of ketones Wang, Gang Sun, Shutao Mao, Ying Xie, Zhiyu Liu, Lei Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2016-12-19 /pmc/articles/PMC5238525/ /pubmed/28144349 http://dx.doi.org/10.3762/bjoc.12.275 Text en Copyright © 2016, Wang et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Wang, Gang
Sun, Shutao
Mao, Ying
Xie, Zhiyu
Liu, Lei
Chromium(II)-catalyzed enantioselective arylation of ketones
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 Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238525/
https://www.ncbi.nlm.nih.gov/pubmed/28144349
http://dx.doi.org/10.3762/bjoc.12.275
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AT maoying chromiumiicatalyzedenantioselectivearylationofketones
AT xiezhiyu chromiumiicatalyzedenantioselectivearylationofketones
AT liulei chromiumiicatalyzedenantioselectivearylationofketones

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