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

被引：8

作者：

Luo, Zhonghua ^{[1
,3
]}

Wang, Zhongqing ^{[1
,2
]}

Sun, Guodong ^{[1
]}

Jian, Weilin ^{[1
]}

Jiang, Fengkai ^{[1
]}

Luan, Baolei ^{[1
]}

Li, Ridong ^{[4
]}

Zhang, Lei ^{[3
]}

机构：

[1] Sunshine Lake Pharma Co Ltd, State Key Lab Antiinfect Drug Dev, Dongguan 523871, Peoples R China

[2] Xiangnan Univ, Hunan Prov Key Lab Xiangnan Rare Precious Met Cpd, Chenzhou 423000, Peoples R China

[3] South China Univ Technol, Sch Biol & Biol Engn, Guangzhou 510640, Peoples R China

[4] Peking Univ, Sch Basic Med Sci, Inst Syst Biomed, Hlth Sci Ctr, Beijing 100191, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 11期

关键词：

EFFICIENT; (R)-3-QUINUCLIDINOL; KETONES;

D O I：

10.1021/acs.orglett.0c01361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the enantioselective synthesis of cis-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.

引用

页码：4322 / 4326

页数：5

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