C-symmetric aza-crown ethers as chiral shift agents for amines and amino acid derivatives

C-symmetric aza-crown ethers as chiral shift agents for amines and amino acid derivatives Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2023, Volume: 131, Article number : 133207, Pages count : DOI: 10.1016/j.tet.2022.133207

Authors

Feng Qi-Yun ¹ , Tong Shuo ¹ , Vatsadze Sergey Z. ² , Wang Mei-Xiang ¹

Affiliations

1	MOE Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology, Department of Chemistry, Tsinghua University, Beijing, 100084, China
2	Laboratory of Supramolecular Chemistry, Zelinsky Institute of Organic Chemistry of RAS, Leninsky Pr. 47, Moscow 119991, Russia

Reported herein is our recent research progress in the development of macrocyclic chiral recognition studies. Highly enantiopure C1-symmetric aza-crown ethers, which were prepared previously by our lab from catalytic enantioselective symmetry-breaking C (sp3)-H bond transformation of readily available and inexpensive aza-crown ethers, were useful 1H 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.

Feng Q-Y. , Tong S. , Vatsadze S.Z. , Wang M-X.
C-symmetric aza-crown ethers as chiral shift agents for amines and amino acid derivatives
Tetrahedron. 2023. V.131. 133207 . DOI: 10.1016/j.tet.2022.133207 WOS Scopus OpenAlex

Web of science:	WOS:000962656200001
Scopus:	2-s2.0-85144381828
OpenAlex:	W4310805863

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OpenAlex	4
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