An Approach to Optically Pure Bridging Chiral p-tert-Butylcalix[4]arenes through a Homologous Anionic Ortho-Fries Rearrangement

Autor: Shi-Kun Ma, Wen-Shan Liu, Jing Guo, Wen-Qiang Xu, Run-Ling Wang, Jiu-Xing Yan, Jun-Min Liu, Shao-Yong Li
Rok vydání: 2016
Předmět:
Zdroj: The Journal of Organic Chemistry. 81:10683-10687
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.6b01682
Popis: A novel efficient approach to optically pure bridging chiral calix[4]arenes through a homologous anionic ortho-Fries rearrangement of inherently chiral calix[4]arenes was presented for the first time. As a result, two pairs of N,N'-dimethylformamidyl-substituted bridging chiral p-tert-butylcalix[4]arene enantiomers were facilely obtained. Their absolute configurations were determined through ROESY analysis, ECD comparison, and X-ray crystallographic analysis.
Databáze: OpenAIRE