Asymmetric formal [3+2] cycloaddition reaction of α-aryl isocyanoesters with N-aryl maleimides by bifunctional cinchona alkaloids-based squaramide/AgSbF6 cooperative catalysis.
| Autor: | Zhao MX; Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, PR China. mxzhao@ecust.edu.cn, Wei DK, Ji FH, Zhao XL, Shi M |
|---|---|
| Jazyk: | angličtina |
| Zdroj: | Chemistry, an Asian journal [Chem Asian J] 2012 Dec; Vol. 7 (12), pp. 2777-81. Date of Electronic Publication: 2012 Sep 24. |
| DOI: | 10.1002/asia.201200686 |
| Abstrakt: | It is better to be cooperative: A highly diastereo- and enantioselective asymmetric [3+2] cycloaddition reaction of α-aryl isocyanoacetates with N-aryl maleimides through cooperative catalysis of cinchona alkaloid-derived squaramide/AgSbF(6) was developed. A wide range of optically active, substituted 1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c] pyrrole derivatives was obtained in high yields (up to 98%), high diastereoselectivities (>20:1 d.r.), and good to excellent enantioselectivities (up to 92% ee) under mild reaction conditions. (Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.) |
| Databáze: | MEDLINE |
| Externí odkaz: |
|