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A facile three-step synthesis of (±)-crispine A via an acyliminium ion cyclisation
Authors:Frank D King
Institution:Neurology and GI CEDD, GlaxoSmithKline, New Frontiers Science Park (North), Third Avenue, Harlow, Essex CM19 5AW, UK
Abstract:A high yielding cyclisation of the readily available N-(4,4-diethoxybutyl)-2-(3,4-dimethoxyphenyl)acetamide to 8,9-bis(methyloxy)-2,3,6,10b-tetrahydropyrrolo2,1-a]isoquinolin-5(1H)-one is described. The latter can be reduced with either AlH3 or BH3 to (±)-crispine A in an overall yield of 55%.
Keywords:  )-Crispine A  Acyliminium  Cyclisation
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