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Dynamic Covalent Kinetic Resolution.
Yan Zhang1, Yang Zhang2, Olof Ramström3,4
1Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Pharmaceutical Sciences, Jiangnan University, Wuxi, 214122, P.R. China.
Dynamic covalent kinetic resolution (DCKR) offers an efficient strategy for synthesizing enantioenriched compounds. This method uses reversible covalent reactions for substrate racemization, enabling high yields and enantioselectivity in asymmetric synthesis.
Area of Science:
- Organic Chemistry
- Asymmetric Synthesis
- Catalysis
Background:
- Dynamic Kinetic Resolution (DKR) is a powerful strategy for creating enantioenriched compounds.
- Dynamic covalent chemistry provides a versatile platform for DKR, leading to Dynamic Covalent Kinetic Resolution (DCKR).
Purpose of the Study:
- To review the development of DCKR systems.
- To highlight the applications of DCKR in asymmetric synthesis and catalysis.
Main Methods:
- Utilizing reversible covalent reactions for substrate racemization.
- Employing enzymes or chiral catalysts for the asymmetric transformation step.
Main Results:
- DCKR systems achieve high yields (>50%) and excellent enantiomeric excesses (ee).
- DCKR enables efficient interconversion of substrate enantiomers without metal catalysts or racemases.
Conclusions:
- DCKR is a highly effective approach for synthesizing enantioenriched molecules.
- The review details various DCKR systems and their synthetic applications.
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