Pepsin-Catalyzed Asymmetric Cross Aldol Reaction Promoted by Ionic Liquids and Deep Eutectic Solvents

Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent stereoselectivity in ionic liquids and deep eutectic s...

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Bibliographic Details
Published in:Catalysis letters 2020-09, Vol.150 (9), p.2549-2557
Main Authors: Wang, Yun, Chen, Xin-Yi, Liang, Xin-Yi, Liang, Zhi-Hui, Cheng, Hong, Li, Xiang, Li, Li-Ling
Format: Article
Language:English
Subjects:
Aldehydes
Asymmetry
Catalysis
Catalytic activity
Chemical reactions
Chemistry
Chemistry and Materials Science
Enzymes
Eutectics
Green technology
Industrial Chemistry/Chemical Engineering
Ionic liquids
Ions
Ketones
Organometallic Chemistry
Pepsin
Physical Chemistry
Solvents
Stereoselectivity
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Summary:Pepsin was found to catalyze asymmetric cross aldol reactions of aromatic and polycyclicaromatic aldehydes with cyclic ketones in ionic liquids and deep eutectic solvents for the first time. Pepsin exhibited high catalytic activity and excellent stereoselectivity in ionic liquids and deep eutectic solvents in the presence of moderate water. High yields of up to 93.1%, excellent enantioselectivities of up to 96% ee, and good diastereoselectivities of up to 5:95 dr were achieved. Graphic Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-020-03176-1