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

Authors :
Vyas VK
Srivastava P
Bhatt P
Shende V
Ghosh P
Bhanage BM
Source :
ACS omega [ACS Omega] 2018 Oct 05; Vol. 3 (10), pp. 12737-12745. Date of Electronic Publication: 2018 Oct 05 (Print Publication: 2018).
Publication Year :
2018

Abstract

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.<br />Competing Interests: The authors declare no competing financial interest.

Details

Language :
English
ISSN :
2470-1343
Volume :
3
Issue :
10
Database :
MEDLINE
Journal :
ACS omega
Publication Type :
Academic Journal
Accession number :
31458000
Full Text :
https://doi.org/10.1021/acsomega.8b01316