Copper(II)-catalyzed [2,3]-sigmatropic rearrangement of N-methyltetrahydropyridinium ylids |
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| Authors: | Heath Peter Roberts Edward Sweeney Joseph B Wessel Hans Peter Workman James A |
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| Institution: | Department of Chemistry, University of Reading, UK. |
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| Abstract: | A ring-contractive and highly diastereoselective 2,3]-sigmatropic rearrangement occurs when N-methyl-1,2,3,6-tetrahydropyridine is treated with sub-stoichiometric amounts of copper or rhodium salts, in the presence of ethyl diazoacetate, giving ethyl cis-N-methyl-3-ethenyl proline (4). |
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