Ruthenium-Catalyzed Highly Enantioselective Synthesis of cis -3-Quinuclidinols via DKR Asymmetric Transfer Hydrogenation

Ruthenium-Catalyzed Highly Enantioselective Synthesis of cis -3-Quinuclidinols via DKR Asymmetric Transfer Hydrogenation

A method for the enantioselective synthesis of -3-quinuclidinols by Ru-catalyzed asymmetric transfer hydrogenation via dynamic kinetic resolution is described. The reaction proceeded under mild conditions using ammonium formate as the hydrogen donor, affording the products in high yields (up to 99%)...

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Veröffentlicht in:Organic letters 2020-06, Vol.22 (11), p.4322-4326
Hauptverfasser: Luo, Zhonghua, Wang, Zhongqing, Sun, Guodong, Jian, Weilin, Jiang, Fengkai, Luan, Baolei, Li, Ridong, Zhang, Lei
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container_end_page 4326
container_issue 11
container_start_page 4322
container_title Organic letters
container_volume 22
creator Luo, Zhonghua
Wang, Zhongqing
Sun, Guodong
Jian, Weilin
Jiang, Fengkai
Luan, Baolei
Li, Ridong
Zhang, Lei
description A method for the enantioselective synthesis of -3-quinuclidinols by Ru-catalyzed asymmetric transfer hydrogenation via dynamic kinetic resolution is described. The reaction proceeded under mild conditions using ammonium formate as the hydrogen donor, affording the products in high yields (up to 99%) with excellent diastereoselectivity (up to 99:1 dr) and enantioselectivity (95-99% ee). This protocol was applicable to gram-scale preparation with perfect enantioselectivity through simple recrystallization.
doi_str_mv 10.1021/acs.orglett.0c01361
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title Ruthenium-Catalyzed Highly Enantioselective Synthesis of cis -3-Quinuclidinols via DKR Asymmetric Transfer Hydrogenation
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