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Synthesis of (S)-2-{(R)-Hydroxy[2-(trifluoromethyl)phenyl]­methyl}cyclohexan-1-one Using (1R,2R)-2-(Piperidin-1-yl)­cyclohexan-1-amine as a Catalyst

Journal 2024 · IF 0.8 · 60(10): 1999-2003 · 发表于 2024 年 12 月 19 日
作者: Li C. L.,Wang S. Y.,Zhan M. R.,Chen C. C.,Wang Z. X.
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摘要

Chiral monosubstituted cyclohexanediamine catalyst, namely (1 R ,2 R )-2-(piperidin-1-yl)cyclo­hexan-1-amine ( Cat1 ) has been efficiently synthesized and used to catalyze the aldol reaction of cyclohexanone and 2-(trifluoromethyl)benzaldehyde to obtain ( R )-2-{( S )-hydroxy[2-(trifluoromethyl)phenyl]methyl}cyclo­hexan-1-one. The catalyst (20 mol %) provided high yield (up to 85%) and excellent enantioselectivity (95.6% ee ) in water solution in three parallel tests.