Organocatalytic asymmetric [3+2]-cycloaddition of 3-isothiocyanato oxindoles with 1,3,5-trisubstituted-hexahydro-1,3,5-triazines to access spiro-imidazolidinethione-oxindoles
| Autor: | Xiao-Ying Xu, Wei-Cheng Yuan, Yong You, Zhen-Hua Wang, Chuan-Bao Zhang, Ming-Qiang Zhou, Pei-Hao Dou |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
biology
010405 organic chemistry Chemistry Organic Chemistry Cinchona Imidazolidinethione 010402 general chemistry biology.organism_classification 01 natural sciences Biochemistry Medicinal chemistry Cycloaddition 0104 chemical sciences Catalysis chemistry.chemical_compound Thiourea Yield (chemistry) Drug Discovery |
| Zdroj: | Tetrahedron. 75:130571 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2019.130571 |
| Popis: | An efficient asymmetric [3 + 2]-cycloaddition reaction of 3-isothiocyanato oxindoles and formaldimines in-situ generated from 1,3,5-trisubstituted-hexahydro-1,3,5-triazines with a cinchona alkaloid-derived thiourea as the catalyst has been developed. A range of biologically important spiro-imidazolidinethione-oxindoles were obtained in excellent yields with good enantioselectivities (up to 99% yield and 93% ee). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect