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Highly Enantioselective One-Pot Synthesis of Chiral β-Heterosubstituted Alcohols via Ruthenium–Prolinamide-Catalyzed Asymmetric Transfer Hydrogenation

[Image: see text] The utility of a chiral Ru–prolinamide catalytic system has been demonstrated in one-pot synthesis of optically active β-triazolylethanol and β-hydroxy sulfone derivatives. The said methodology proceeds through asymmetric transfer hydrogenation of in situ formed ketones of the corr...

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Detalles Bibliográficos
Autores principales: Vyas, Vijyesh K., Srivastava, Prasenjit, Bhatt, Prachi, Shende, Vaishali, Ghosh, Pushpito, Bhanage, Bhalchandra M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644779/
https://www.ncbi.nlm.nih.gov/pubmed/31458000
http://dx.doi.org/10.1021/acsomega.8b01316
Descripción
Sumario:[Image: see text] The utility of a chiral Ru–prolinamide catalytic system has been demonstrated in one-pot synthesis of optically active β-triazolylethanol and β-hydroxy sulfone derivatives. The said methodology proceeds through asymmetric transfer hydrogenation of in situ formed ketones of the corresponding chiral products. Various chiral prolinamide ligands were screened, and ligand L6 with isopropyl groups substituted at the ortho position has shown excellent activity at 60 °C in aqueous medium producing up to 95% yield and 99.9% enantioselectivity.