Journal
CHEMISTRYSELECT
Volume 3, Issue 31, Pages 8797-8800Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201802223
Keywords
asymmetric reduction; atropoisomeric diphosphines; cyclic imines; iridium complexes
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A comparison between the two most common reduction approaches for obtaining chiral amines, asymmetric hydrogenation (AH) versus asymmetric transfer hydrogenation (ATH), was accomplished by using iridium complexes based on atropoisomeric diphosphines and cyclic diamines as ligands respectively. Seven substrates, different in electronic and steric properties, were screened applying both reduction methods. For AH the best results in terms of enantioselectivity (e.e. up to 64%) were obtained by using [Ir(COD)(TetraMe-BITIOP)]CI in the presence of DCDMH as additive. ATH was carried out with [IrCp*(CAMPY)CI]CI as catalyst, allowing the obtainment of the products with appreciable e.e. (up to 76%).
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