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Lithium Hexamethyldisilazide Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities

Enolizations of highly substituted acyclic ketones used in the syntheses of tetrasubstituted olefin-based anticancer agents are described. Lithium hexamethyldisilazide (LiHMDS)-mediated enolizations are moderately Z-selective in neat tetrahydrofuran (THF) E-selective in 2.0 M THF/hexane. The results...

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Detalhes bibliográficos
Publicado no:J Am Chem Soc
Main Authors: Mack, Kyle A., McClory, Andrew, Zhang, Haiming*, Gosselin, Francis, Collum, David B.
Formato: Artigo
Idioma:Inglês
Publicado em: 2017
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC6122874/
https://ncbi.nlm.nih.gov/pubmed/28786667
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jacs.7b05057
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