Asymmetric Hydrogenation of Nonaromatic Cyclic Substrates
Zhenfeng Zhang1, Nicholas A Butt1, Wanbin Zhang1
1School of Pharmacy and ‡School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University , 800 Dongchuan Road, Shanghai 200240, China.
Chemical Reviews
|December 15, 2016
Summary
Asymmetric hydrogenation efficiently creates chiral cyclic compounds, vital for pharmaceuticals and natural products. This review covers recent advances in synthesizing chiral heterocycles and carbocycles from cyclic precursors using transition-metal catalysts.
Area of Science:
- Organic Chemistry
- Catalysis
- Medicinal Chemistry
Background:
- Chiral cyclic structures are prevalent in natural products, pharmaceuticals, and synthetic intermediates.
- Efficient and environmentally friendly synthesis of these chiral molecules is a significant challenge in chemistry.
Purpose of the Study:
- To review recent advancements in the asymmetric hydrogenation of nonaromatic cyclic substrates.
- To highlight the synthesis of diverse chiral heterocycles and carbocycles using transition-metal complexes.
Main Methods:
- Asymmetric hydrogenation of prochiral cyclic imines, ketones, and alkenes.
- Utilization of various transition-metal complexes as catalysts.
- Focus on the construction of chiral cyclic amines, ethers, alcohols, and alkanes.
Main Results:
- Demonstrated efficient and enantioselective synthesis of various chiral cyclic compounds.
- Showcased the versatility of asymmetric hydrogenation for complex molecule construction.
- Highlighted the environmental benefits and efficiency of catalytic asymmetric hydrogenation.
Conclusions:
- Asymmetric hydrogenation is a powerful strategy for accessing chiral cyclic molecules.
- Continued development of transition-metal catalysts will further expand synthetic capabilities.
- This methodology offers sustainable routes to valuable chiral compounds for various applications.
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