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Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes

A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented...

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Detalles Bibliográficos
Autores principales: Cinar, M Emin, Engelen, Bernward, Panthöfer, Martin, Deiseroth, Hans-Jörg, Schlirf, Jens, Schmittel, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902021/
https://www.ncbi.nlm.nih.gov/pubmed/27340472
http://dx.doi.org/10.3762/bjoc.12.80
Descripción
Sumario:A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented on a flow micro reactor system.