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Development of Chiral Spiro P‐N‐S Ligands for Iridium‐Catalyzed Asymmetric Hydrogenation of β‐Alkyl‐β‐Ketoesters
Author(s) -
Bao DengHui,
Wu HuiLing,
Liu ChaoLun,
Xie JianHua,
Zhou QiLin
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201502860
Subject(s) - iridium , alkyl , moiety , asymmetric hydrogenation , chemistry , catalysis , ligand (biochemistry) , chiral ligand , medicinal chemistry , enantioselective synthesis , organic chemistry , receptor , biochemistry
The chiral tridentate spiro P‐N‐S ligands (SpiroSAP) were developed, and their iridium complexes were prepared. Introduction of a 1,3‐dithiane moiety into the ligand resulted in a highly efficient chiral iridium catalyst for asymmetric hydrogenation of β‐alkyl‐β‐ketoesters, producing chiral β‐alkyl‐β‐hydroxyesters with excellent enantioselectivities (95–99.9 % ee ) and turnover numbers of up to 355 000.
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