A radical mediated approach to the core structure of huperzine A |
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Authors: | Jarrod Ward |
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Affiliation: | Department of Chemistry, University of Auckland, 23 Symonds Street, Auckland, New Zealand |
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Abstract: | The synthesis of the core structure of huperzine A by cyclisation of 2-pyridylmethyl radicals is described. (2-Methylpyridin-3-yl)cyclohexenols are directly selenated at the benzylic position by deprotonation/selenation and the products undergo either 5-exo-trig or 6-exo-trig radical cyclisations giving access to hexahydroindenopyridines and the bicyclo[3.3.1]nonane core of huperzine A, respectively. |
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Keywords: | Huperzine A Pyridylmethyl radicals Selenation Radical cyclisation |
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