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Silver acetate-catalysed asymmetric 1,3-dipolar cycloadditions of imines and chiral acrylamides |
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| Authors: | Miklós Nyerges David Bendell David E Hibbs Michael B Hursthouse Otto Meth-Cohn |
| Institution: | a Research Group of the Hungarian Academy of Sciences, Department of Organic Chemical Technology, Technical University of Budapest, PO Box 91, H-1521 Budapest, Hungary b Sunderland Pharmacy School—Drug Design and Molecular Modelling, University of Sunderland, Sunderland SR1 3SD, UK c Department of Chemistry, Cardiff University, PO Box 912, Cardiff CF1 3TB, UK d Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK |
| Abstract: | N-Metallated azomethine ylides were generated by the reaction of arylidene glycine imines with AgOAc and triethylamine. These azomethine ylides undergo cycloaddition to chiral acrylamides with excellent diastereoselectivity. The configuration of two of the cycloadducts was confirmed by X-ray crystallography. |
| Keywords: | Amines Asymmetric Azomethine ylide Cycloaddition Pyrrolidine |
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