Aza-Prins-pinacol approach to 7-azabicyclo[2.2.1]heptanes: syntheses of (+/-)-epibatidine and (+/-)-epiboxidine |
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Authors: | Armstrong Alan Bhonoah Yunas Shanahan Stephen E |
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Institution: | Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK. A.Armstrong@imperial.ac.uk |
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Abstract: | The syntheses of (+/-)-epibatidine and (+/-)-epiboxidine have been accomplished from commercial 2-methoxy-3,4-dihydro-2H-pyran. A recently developed aza-Prins-pinacol rearrangement was employed for the construction of the key 7-azabicyclo2.2.1]heptane skeleton of these targets. |
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