Iridium/Monodentate Phosphoramidite Catalyzed Asymmetric Hydrogenation of N-Aryl Imines

被引:102
作者
Mrsic, Natasa [1 ]
Minnaard, Adriaan J. [1 ]
Feringa, Ben L. [1 ]
de Vries, Johannes G. [1 ,2 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
[2] DSM Pharmaceut Prod Innovat Synth & Catalysis, NL-6160 MD Geleen, Netherlands
关键词
IRIDIUM COMPLEXES; ENANTIOSELECTIVE HYDROGENATION; LIGANDS;
D O I
10.1021/ja901961y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Asymmetric hydrogenation of N-aryl acetophenone imines using iridium/PipPhos leads to very high enantioselectivities up to >99% depending on the presence of electron-donating substituents in the 2-, 3-, and 5-position of the aryl ring. If the substituent is 2-methoxy, the resultant secondary amines are easily oxidatively deprotected using trichloroisocyanuric acid to give the primary amines in good yield with full retention of enantioselectivity.
引用
收藏
页码:8358 / +
页数:3
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