Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 8, Pages 1499-1502Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00237h
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Funding
- Wuhan University [203273463, 203600400006]
- Important Sci-Tech Innovative Project of Hubei Province [2015ACA058]
- 111 Project of the Ministry of Education of China
- National Natural Science Foundation of China [21372179, 21432007, 21502145]
- Natural Science Foundation of Hubei Province [2016CFB449]
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Tridentate f-amphox ligands were successfully applied to the iridium-catalyzed asymmetric hydrogenation of various alpha-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 a-adrenergic receptor agonist.
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