Synthesis of Tridentate Chiral Spiro Aminophosphine−Oxazoline Ligands and Application to Asymmetric Hydrogenation of α‐Keto Amides

A new type of tridentate chiral spiro aminophosphine−oxazoline ligands (SpiroOAP) have been synthesized through four steps. The SpiroOAP ligands are highly efficient for the asymmetric hydrogenation of α‐keto amides, providing a variety of synthetically useful α‐hydroxy amides with excellent enantio...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2019-06, Vol.361 (12), p.2832-2835
Main Authors: Zhang, Feng‐Hua, Wang, Chen, Xie, Jian‐Hua, Zhou, Qi‐Lin
Format: Article
Language:English
Subjects:
Amides
Asymmetric hydrogenation
Chiral spiro catalyst
Enantiomers
Hydrogenation
Iridium
Ligands
Tridentate ligand
α-Keto amides
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Summary:A new type of tridentate chiral spiro aminophosphine−oxazoline ligands (SpiroOAP) have been synthesized through four steps. The SpiroOAP ligands are highly efficient for the asymmetric hydrogenation of α‐keto amides, providing a variety of synthetically useful α‐hydroxy amides with excellent enantioselectivity (up to 98% ee) and turnover numbers (up to 10,000).
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201900251