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Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines.

Ying ZhangDuanyang KongRui WangGuohua Hou
Published in: Organic & biomolecular chemistry (2018)
A highly enantioselective hydrogenation of cyclic imines for synthesis of chiral cyclic amines has been realized. With the complex of iridium and (R,R)-f-spiroPhos as the catalyst, a range of cyclic 2-aryl imines were smoothly hydrogenated under mild conditions without any additive to provide the corresponding chiral cyclic amines with excellent enantioselectivities of up to 98% ee. Moreover, this method could be successfully applied to the synthesis of (+)-(6S,10bR)-McN-4612-Z.
Keyphrases
  • ionic liquid
  • room temperature
  • capillary electrophoresis
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  • highly efficient