Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α‑Substituted β‑Ketoesters via Dynamic Kinetic Resolution

Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α‑Substituted β‑Ketoesters via Dynamic Kinetic Resolution

An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent...

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Veröffentlicht in:Organic letters 2018-04, Vol.20 (7), p.1888-1892
Hauptverfasser: Gu, Guoxian, Lu, Jiaxiang, Yu, Ouran, Wen, Jialin, Yin, Qin, Zhang, Xumu
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container_end_page 1892
container_issue 7
container_start_page 1888
container_title Organic letters
container_volume 20
creator Gu, Guoxian
Lu, Jiaxiang
Yu, Ouran
Wen, Jialin
Yin, Qin
Zhang, Xumu
description An iridium/f-amphol catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the stereoselectivity.
doi_str_mv 10.1021/acs.orglett.8b00433
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title Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α‑Substituted β‑Ketoesters via Dynamic Kinetic Resolution
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