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Highly Enantioselective One-Pot Synthesis of Chiral β-Heterosubstituted Alcohols via Ruthenium–Prolinamide-Catalyzed Asymmetric Transfer Hydrogenation
Author(s) -
Vijyesh K. Vyas,
Prasenjit Srivastava,
Prachi A. Bhatt,
Vaishali S. Shende,
Pushpito K. Ghosh,
Bhalchandra M. Bhanage
Publication year - 2018
Publication title -
acs omega
Language(s) - Uncategorized
Resource type - Journals
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b01316
Subject(s) - enantioselective synthesis , transfer hydrogenation , chiral ligand , catalysis , ruthenium , asymmetric hydrogenation , chemistry , isopropyl , ligand (biochemistry) , optically active , noyori asymmetric hydrogenation , yield (engineering) , combinatorial chemistry , sulfone , organic chemistry , materials science , biochemistry , receptor , metallurgy
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.

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