Jump to main content
Jump to site search


Efficient access to chiral 1,2-amino alcohols via Ir/f-amphox-catalyzed asymmetric hydrogenation of α-amino ketones

Author affiliations

Abstract

Tridentate f-amphox ligands were successfully applied to the iridium-catalyzed asymmetric hydrogenation of various α-amino ketones to afford a series of chiral 1,2-amino alcohols with excellent results (all products up to >99% conversion and >99% ee, TON up to 500 000). The products chiral 1,2-amino alcohols are important motifs in many pharmaceuticals, chiral auxiliaries and ligands. Our catalytic system provided an efficient synthetic route to prepare an important chiral intermediate of (S)-phenylephrine with practical industrial potential (up to 200 000 TON and >99% ee), which is the enantiomer of a famous α-adrenergic receptor agonist.

Graphical abstract: Efficient access to chiral 1,2-amino alcohols via Ir/f-amphox-catalyzed asymmetric hydrogenation of α-amino ketones

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 25 Mar 2017, accepted on 22 Apr 2017 and first published on 24 Apr 2017


Article type: Research Article
DOI: 10.1039/C7QO00237H
Citation: Org. Chem. Front., 2017, Advance Article
  •   Request permissions

    Efficient access to chiral 1,2-amino alcohols via Ir/f-amphox-catalyzed asymmetric hydrogenation of α-amino ketones

    Y. Hu, W. Wu, X. Dong and X. Zhang, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00237H

Search articles by author