Open Access
CC BY 4.0 · Pharmaceutical Fronts 2022; 04(03): e121-e135
DOI: 10.1055/s-0042-1755556
Review Article

Enzyme- and Chemo-enzyme-Catalyzed Stereodivergent Synthesis

Jia-Xiang Lv
1   Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Ya-Qi Ding
1   Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Chen-Ming Huang
1   Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Ling-Ling Guo
2   Microbial Research Institute of Liaoning Province, Liaoyang, People's Republic of China
,
Jia-Li Fang
1   Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Xian Jia
3   School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Wen-He Zhang
4   School of Life Sciences and Biopharmaceutical Sciences, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Song You
4   School of Life Sciences and Biopharmaceutical Sciences, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
,
Bin Qin
1   Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
› Institutsangaben

Funding This work was financially supported by the National Key R&D Program of China (Grant No. 2021YFC2102000), the National Natural Science Foundation of China (Grant No. 32171273, 31971207), and LiaoNing Revitalization Talents Program (Grant No. XLYC1907153).


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Abstract

Multiple stereoisomers can be found when a substance contains chiral carbons in its chemical structure. To obtain the desired stereoisomers, asymmetric synthesis was proposed in the 1970s and developed rapidly at the beginning of this century. Stereodivergent synthesis, an extension of asymmetric synthesis in organic synthesis with the hope to produce all stereoisomers of chiral substances in high conversion and selectivity, enriches the variety of available products and serves as a reference suggestion for the synthesis of their derivatives and other compounds. Since biocatalysis has outstanding advantages of economy, environmental friendliness, high efficiency, and reaction at mild conditions, the biocatalytic reaction is regarded as an efficient strategy to perform stereodivergent synthesis. Thus, in this review, we summarize the stereodivergent synthesis catalyzed by enzymes or chemo-enzymes in cases where a compound contains two or three chiral carbons, i.e., at most four or eight stereoisomers are present. The types of reactions, including reduction of substituent ketones, cyclization reactions, olefin addition, and nonredox transesterification reactions, are also discussed for the understanding of the progress and application of biocatalysis in stereodivergent synthesis.



Publikationsverlauf

Eingereicht: 27. April 2022

Angenommen: 12. Juli 2022

Artikel online veröffentlicht:
08. September 2022

© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/)

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