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
Chiral monosubstituted cyclohexanediamine catalyst, namely (1R,2R)-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.
Authors
- Chonglong Li (ORCID: https://orcid.org/0000-0002-5718-9014)
- Murong Zhan
- Zixuan Wang (ORCID: https://orcid.org/0009-0009-9134-4952)
- Chao Chen (ORCID: https://orcid.org/0000-0003-0865-6971)
- Shuhua Wang (ORCID: https://orcid.org/0000-0002-8825-8027)
Institutions
- Ningxia University (CN)
- State Ethnic Affairs Commission (CN)
- North Minzu University (CN)
Publication Details
- Journal
- Russian Journal of Organic Chemistry
- Published
- 2024-10-01
- DOI
- https://doi.org/10.1134/s1070428024100166
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.42