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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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Detalles Bibliográficos
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
Descripción
Sumario:[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.