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Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride

4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH(4) at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of...

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Detalles Bibliográficos
Autores principales: Chaudhuri, Subrata Kumar, Saha, Manabendra, Saha, Amit, Bhar, Sanjay
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2956461/
https://www.ncbi.nlm.nih.gov/pubmed/20978613
http://dx.doi.org/10.3762/bjoc.6.94
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author Chaudhuri, Subrata Kumar
Saha, Manabendra
Saha, Amit
Bhar, Sanjay
author_facet Chaudhuri, Subrata Kumar
Saha, Manabendra
Saha, Amit
Bhar, Sanjay
author_sort Chaudhuri, Subrata Kumar
collection PubMed
description 4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH(4) at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described.
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spelling pubmed-29564612010-10-26 Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride Chaudhuri, Subrata Kumar Saha, Manabendra Saha, Amit Bhar, Sanjay Beilstein J Org Chem Full Research Paper 4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH(4) at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described. Beilstein-Institut 2010-09-02 /pmc/articles/PMC2956461/ /pubmed/20978613 http://dx.doi.org/10.3762/bjoc.6.94 Text en Copyright © 2010, Chaudhuri et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), 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
Chaudhuri, Subrata Kumar
Saha, Manabendra
Saha, Amit
Bhar, Sanjay
Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title_full Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title_fullStr Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title_full_unstemmed Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title_short Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
title_sort systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2956461/
https://www.ncbi.nlm.nih.gov/pubmed/20978613
http://dx.doi.org/10.3762/bjoc.6.94
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