4.6 Article

Development of spirocyclic phosphoramidite-based hybrid diphosphorus ligands for enantioselective iridium-catalyzed hydrogenation of imines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 43, Pages 8420-8424

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01801b

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Funding

  1. National Natural Science Foundation of China [22071240]
  2. Program of Star of Dalian Youth Science and Technology [2020RQ027]

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Unsymmetrical hybrid chiral diphosphorus ligands have been developed and successfully applied in iridium-catalyzed asymmetric hydrogenation of imines, leading to the synthesis of optically active amines with high yields and excellent enantioselectivities.
Unsymmetrical hybrid chiral diphosphorus ligands bearing a spirocyclic phosphoramidite scaffold have been developed and successfully applied in the iridium-catalyzed asymmetric hydrogenation of imines. With this newly developed chiral iridium catalytic system, a wide range of imines including sterically hindered ones could be hydrogenated to give the corresponding optically active amines in high yields (up to >99%) and with excellent enantioselectivities (up to >99% ee). The utility of this hydrogenation has been demonstrated by the preparation of the chiral fungicide (S)-benalaxyl.

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