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Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones

[Image: see text] A novel class of chiral 5,5′-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10–98:2 er. Significantly, the catalysts also promote, for the first time,...

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Detalles Bibliográficos
Autores principales: Hutson, Gerri E., Türkmen, Yunus E., Rawal, Viresh H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3964813/
https://www.ncbi.nlm.nih.gov/pubmed/23506509
http://dx.doi.org/10.1021/ja401908m
Descripción
Sumario:[Image: see text] A novel class of chiral 5,5′-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10–98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of “unactivated” dienones, producing hydrindenone products having in place three contiguous chiral centers.