C1-symmetric aza-crown ethers as chiral shift agents for amines and amino acid derivatives. (26th January 2023)

• Record Type: Journal Article
• Authors: Feng, Qi-Yun; Tong, Shuo; Vatsadze, Sergey Z.; Wang, Mei-Xiang
• Is Part Of: Tetrahedron. Volume 131(2023)
• Publication Date: 2023-01-26
• Subjects: Chiral aza-crown ethers -- 1H NMR chiral Shift agents -- Enantioselective desymmetrization -- Chiral recognition; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2022.133207
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Reported herein is our recent research progress in the development of macrocyclic chiral recognition studies. Highly enantiopure C 1 -symmetric aza-crown ethers, which were prepared previously by our lab from catalytic enantioselective symmetry-breaking C (sp 3 )-H bond transformation of readily available and inexpensive aza-crown ethers, were useful 1 H NMR chiral shift reagents to resolve racemic amines and amino acid derivatives, providing an easy and rapid NMR assay of enantiomeric purity of chiral compounds, especially chromophore-devoid ones that are not detected and quantified by colorimetric method. Graphical abstract: To create your abstract, type over the instructions in the template box below. Fonts or abstract dimensions should not be changed or altered. Image 1