首页|Asymmetric Hydrogenation of Phenanthridines with Chiral Boranes
Asymmetric Hydrogenation of Phenanthridines with Chiral Boranes
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The asymmetric hydrogenation of N-heteroarenes provides an efficient method for the synthesis of optically active cyclic secondary amines.In this paper,we described an asymmetric hydrogenation of phenanthridines using a chiral mono-alkene-derived borane.A variety of dihydrophenanthridines were furnished in high yields with up to 93％ee.The current catalytic system was very sensitive for the steric hindrance of phenanthridines.Bulky substituents at one phenyl group of phenanthridines were required to obtain the high enantioselectivity.But large substituents on the carbon of the C=N bonds would diminish the reactivity sharply.
Asymmetric catalysisHydrogenationNitrogen heterocyclesPhenanthridinesFrustrated Lewis pairsChiral boranes
Guangyu Cui、Xiangqing Feng、Haifeng Du
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Beijing National Laboratory for Molecular Sciences,CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190,China
University of Chinese Academy of Sciences,Beijing 100049,China
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