1. Highly efficient axially biscarboline ethers as catalysts used in 1,2- and 1,4-transfer hydrogenations of ketimines and β-enamino esters.
- Author
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Gao, Xinyue, Shi, Xiaoqing, Yang, Dianna, Jin, Hao, Zhou, Xinghua, Meng, Tianzi, Li, Xin, Jia, Zixing, Zhang, Xuewen, Wu, Zeyu, Wang, Chunnong, Zeng, Taining, Liu, Li, Ai, Chao, and Zhu, Huajie
- Subjects
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IMINES , *TRANSFER hydrogenation , *HYDROGENATION , *ESTERS , *ETHERS , *CATALYSTS , *COLUMN chromatography , *TRYPTOPHAN - Abstract
• Novel axial chiral biscarboline amide 7 provided high up to 98%ee in asymmetric hydrogenation reactions of β-enamine esters and ketimines. A series of new axial chiral biscarboline ethers were synthesized using L-tryptophan aminoacid after dehydrogenation and oxidations using m -CPBA. These diastereoisomers can be obtained by column chromatography and used as catalysts in asymmetric hydrogenation reactions of β-enamine esters and ketimines. Chiral catalysts 6 and 7 exhibited very high enantioselectivity in the reactions. For example, high up to 98%ee was achieved in the enantioselective hydrogenations when only 1%mol of catalyst was used. Highly efficient axially biscarboline ethers as catalysts used in 1,2- and 1,4-transfer hydrogenations of ketimines and β-enamino esters [Display omitted] [ABSTRACT FROM AUTHOR]
- Published
- 2022
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