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Bioinspired enantioselective synthesis of crinine-type alkaloids via iridium-catalyzed asymmetric hydrogenation of enones

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Abstract

A bioinspired enantioselective synthesis of crinine-type alkaloids has been developed by iridium-catalyzed asymmetric hydrogenation of racemic cycloenones. The method features a biomimetic stereodivergent resolution of the substrates bearing a remote arylated quaternary stereocenter. Using this protocol, 24 crinine-type alkaloids and 8 analogues were synthesized in a concise and rapid way with high yield and high enantioselectivity.

Graphical abstract: Bioinspired enantioselective synthesis of crinine-type alkaloids via iridium-catalyzed asymmetric hydrogenation of enones

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Publication details

The article was received on 11 May 2017, accepted on 01 Jul 2017 and first published on 03 Jul 2017


Article type: Edge Article
DOI: 10.1039/C7SC02112G
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY license
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    Bioinspired enantioselective synthesis of crinine-type alkaloids via iridium-catalyzed asymmetric hydrogenation of enones

    X. Zuo, S. Guo, R. Yang, J. Xie and Q. Zhou, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC02112G

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