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Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones

[Image: see text] Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir–N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both th...

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Detalles Bibliográficos
Autores principales: Peters, Bram B. C., Jongcharoenkamol, Jira, Krajangsri, Suppachai, Andersson, Pher G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7884017/
https://www.ncbi.nlm.nih.gov/pubmed/33351634
http://dx.doi.org/10.1021/acs.orglett.0c04012
Descripción
Sumario:[Image: see text] Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir–N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.