The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry

[Image: see text] The first asymmetric total synthesis and revision of the relative configuration of the 12-membered taumycin A macrocycle is described. Key to the success of this work was a novel α-keto ketene macrocyclization that provided an efficient means by which to access two diastereomers of...

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Autores principales: deGruyter, Justine N., Maio, William A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4184443/
https://www.ncbi.nlm.nih.gov/pubmed/25248034
http://dx.doi.org/10.1021/ol5025585
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author deGruyter, Justine N.
Maio, William A.
author_facet deGruyter, Justine N.
Maio, William A.
author_sort deGruyter, Justine N.
collection PubMed
description [Image: see text] The first asymmetric total synthesis and revision of the relative configuration of the 12-membered taumycin A macrocycle is described. Key to the success of this work was a novel α-keto ketene macrocyclization that provided an efficient means by which to access two diastereomers of the desired macrolide without the need to employ additional coupling agents or unnecessary oxidation state adjustments.
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spelling pubmed-41844432015-09-23 The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry deGruyter, Justine N. Maio, William A. Org Lett [Image: see text] The first asymmetric total synthesis and revision of the relative configuration of the 12-membered taumycin A macrocycle is described. Key to the success of this work was a novel α-keto ketene macrocyclization that provided an efficient means by which to access two diastereomers of the desired macrolide without the need to employ additional coupling agents or unnecessary oxidation state adjustments. American Chemical Society 2014-09-23 2014-10-03 /pmc/articles/PMC4184443/ /pubmed/25248034 http://dx.doi.org/10.1021/ol5025585 Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle deGruyter, Justine N.
Maio, William A.
The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title_full The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title_fullStr The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title_full_unstemmed The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title_short The Taumycin A Macrocycle: Asymmetric Total Synthesis and Revision of Relative Stereochemistry
title_sort taumycin a macrocycle: asymmetric total synthesis and revision of relative stereochemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4184443/
https://www.ncbi.nlm.nih.gov/pubmed/25248034
http://dx.doi.org/10.1021/ol5025585
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