Synthesis of novel carbohydrate-based valine-derived formamide organocatalysts by CuAAC click chemistry and their application in asymmetric reduction of imines with trichlorosilane |
| |
| Affiliation: | 1. Helmholtz-Zentrum Berlin für Materialien und Energie GmbH, Insitut für Silizium Photovoltaik, Kekuléstr. 5, 12489 Berlin, Germany;2. School of Analytical Sciences Adlerhof (SALSA), Humboldt University of Berlin, Unter den Linden 6, 10099 Berlin, Germany;3. Leibniz-Institut für Analytische Wissenschaften – ISAS – e.V., Department Berlin, Schwarzschildstr. 8, 12489 Berlin, Germany |
| |
| Abstract: | Novel organocatalysts combining carbohydrate and N-formyl-l-valine derivatives were prepared by CuII-catalyzed diazo transfer and CuI-catalyzed azide–alkyne 1,3-dipolar cycloaddition CuAAC click chemistry. It was found that the carbohydrate-based valine-derived formamide organocatalyst had high catalytic activity for the asymmetric reduction of imines with trichlorosilane. The reduction can proceed at room temperature in toluene in high yield (up to 98%) and with excellent enantioselectivity (up to 94%). ‘CuAAC’ click chemistry is a bridge to link N-formyl-l-valine derived organocatalysts with carbohydrates. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
