Bioinspired Total Synthesis of (Dibromo)Sceptrin and (Dibromo)Ageliferin

Abstract

We report a bioinspired synthesis of the emblematic marine alkaloids sceptrin, dibromosceptrin, ageliferin and dibromoageliferin. Central to this approach is a photocatalytic dimerization of fully elaborated precursors via [2+2] or [4+2] cycloadditions in batch and in flow. Notably, this work constitutes the first total syntheses of these natural products achieved by direct assembly of the native hymenidin and oroidin frameworks.