Spiro[4,4]-1,6-nonadiene-based phosphine-oxazoline ligands for iridium-catalyzed enantioselective hydrogenation of ketimines.
From imines to amines through catalysis by Ir(I) complexes of a new type of P,N ligand (see scheme): This reaction affords the corresponding optically active amines with up to 98 % ee and has also been used with perfect stereoselectivity in the asymmetric synthesis of sertraline (1), an important antidepressant chiral drug.
Han
Zhaobin
Z
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 PR China.
Wang
Zheng
Z
Zhang
Xumu
X
Ding
Kuiling
K
D000928:Antidepressive Agents / Q000138:chemical synthesis*; D002384:Catalysis; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D008024:Ligands; D009570:Nitriles / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D020280:Sertraline / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000928:Antidepressive Agents; D007097:Imines; D008024:Ligands; D009570:Nitriles; D010080:Oxazoles; D010720:Phosphines; D013141:Spiro Compounds; C542835:ketimine; D007495:Iridium; C044646:phosphine; D020280:Sertraline