Citation: Xu Ronghua, Yang He, Tang Wenjun. Efficient Synthesis of Chiral Drugs Facilated by P-Chiral Phosphorus Ligands[J]. Chinese Journal of Organic Chemistry, ;2020, 40(6): 1409-1422. doi: 10.6023/cjoc202003015 shu

Efficient Synthesis of Chiral Drugs Facilated by P-Chiral Phosphorus Ligands

Xu Ronghua ^a ,
Yang He ^c,, ,
Tang Wenjun ^a,b,d,,

a.
School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210
b.
State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032
c.
Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen, Guangdong 518055
d.
School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, Hangzhou 310024

Corresponding author: Yang He, yanghe@sioc.ac.cn Tang Wenjun, tangwenjun@sioc.ac.cn
Received Date: 6 March 2020
Revised Date: 6 April 2020
Available Online: 17 April 2020
Fund Project: the National Natural Science Foundation of China 21432007the National Natural Science Foundation of China 21725205the Strategic Priority Research Program of the Chinese Academy of Sciences XDB20000000Project supported by the National Natural Science Foundation of China (Nos. 21725205, 21432007, 21572246), the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB20000000) and the K. C. Wong Education Foundationthe National Natural Science Foundation of China 21572246

Figures(28)

Development of efficient and practical asymmetric catalytic reactions plays a pivotal role for the concise syntheses of chiral drugs. Chiral ligands and catalysts are crucial for the selectivity and reactivity of the catalytic reactions. In this account, the design and development of a series of P-chiral mono- and bis-phosphorus ligands were summarized based on a benzooxaphosphane backbone and their applications in the synthesis of chiral drugs. Beside their P-chirality, these ligands are structurally rigid, sterically bulky, and electron-rich, providing good physical properties and tunabilities. Facilitated by these chiral ligands, a series of efficient and practical reactions including asymmetric hydrogenation, asymmetric cross-coupling, asymmetric cyclization, and asymmetric nucleophilic additions have been developed. The excellent conversions, yields, regioselectivities, enantioselectivities, and broad substrate scope have enabled concise and efficient syntheses of a series of chiral drugs.
- chiral phosphorus ligands,
- transition metal catalysis,
- asymmetric synthesis,
- enantioselectivity,
- chiral drugs
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