Synthesis of highly substituted pyrrolidines via palladium catalysed formal [2+3] cycloaddition of 5-vinyloxazolidin-2-ones to activated alkenes |
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Authors: | Julian G. Knight Kirill Tchabanenko Simon J. Harwood |
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Affiliation: | a School of Natural Sciences, Bedson Building, Newcastle University, Newcastle upon Tyne NE1 7RU, UK b GlaxoSmithKline, Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, UK |
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Abstract: | Glycine-derived N-tosyl-5,5-divinyloxazolidin-2-one 10 undergoes a palladium catalysed decarboxylative ring-opening cyclization with strongly electron deficient alkylidenemalonate derivatives to give highly substituted pyrrolidines 14 containing two contiguous quaternary centres. |
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Keywords: | Pyrrolidine Synthesis Palladium Catalytic Cycloaddition |
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