Abstract

AbstractThis review gives an overview on synthetic methodology developed for the synthesis of the naturally occurring alkaloid mesembrine. Its all‐carbon‐substituted quaternary stereocenter has fuelled creativity in the application of ex‐chiral‐pool‐synthesis, chiral auxiliaries, and asymmetric catalysis alike. The gold‐catalyzed desymmetrization of 1,4‐diynes has been demonstrated as a selective method for the enantioselective preparation of methylene pyrrolidines incorporating a quaternary stereocenter. The applicability of this method has therefore been demonstrated in the context of a mesembrine total synthesis.

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