Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones

A one‐pot three‐step sequence involving Rh‐catalyzed alkene hydroacylation, sulfide elimination and Rh‐catalyzed aryl boronic acid conjugate addition gave products of traceless chelation‐controlled hydroacylation employing alkyl aldehydes. The stereodefined β‐aryl ketones were obtained in good yield...

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Detalles Bibliográficos
Autores principales: Bouisseau, Anaïs, Gao, Ming, Willis, Michael C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5396316/
https://www.ncbi.nlm.nih.gov/pubmed/27666437
http://dx.doi.org/10.1002/chem.201604035
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author Bouisseau, Anaïs
Gao, Ming
Willis, Michael C.
author_facet Bouisseau, Anaïs
Gao, Ming
Willis, Michael C.
author_sort Bouisseau, Anaïs
collection PubMed
description A one‐pot three‐step sequence involving Rh‐catalyzed alkene hydroacylation, sulfide elimination and Rh‐catalyzed aryl boronic acid conjugate addition gave products of traceless chelation‐controlled hydroacylation employing alkyl aldehydes. The stereodefined β‐aryl ketones were obtained in good yields with excellent control of enantioselectivity. Good variation of all three reaction components is possible.
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spelling pubmed-53963162017-04-25 Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones Bouisseau, Anaïs Gao, Ming Willis, Michael C. Chemistry Communications A one‐pot three‐step sequence involving Rh‐catalyzed alkene hydroacylation, sulfide elimination and Rh‐catalyzed aryl boronic acid conjugate addition gave products of traceless chelation‐controlled hydroacylation employing alkyl aldehydes. The stereodefined β‐aryl ketones were obtained in good yields with excellent control of enantioselectivity. Good variation of all three reaction components is possible. John Wiley and Sons Inc. 2016-09-26 2016-10-24 /pmc/articles/PMC5396316/ /pubmed/27666437 http://dx.doi.org/10.1002/chem.201604035 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Bouisseau, Anaïs
Gao, Ming
Willis, Michael C.
Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title_full Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title_fullStr Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title_full_unstemmed Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title_short Traceless Rhodium‐Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β‐Aryl Ketones
title_sort traceless rhodium‐catalyzed hydroacylation using alkyl aldehydes: the enantioselective synthesis of β‐aryl ketones
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5396316/
https://www.ncbi.nlm.nih.gov/pubmed/27666437
http://dx.doi.org/10.1002/chem.201604035
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AT gaoming tracelessrhodiumcatalyzedhydroacylationusingalkylaldehydestheenantioselectivesynthesisofbarylketones
AT willismichaelc tracelessrhodiumcatalyzedhydroacylationusingalkylaldehydestheenantioselectivesynthesisofbarylketones

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