Abstract

AbstractAn enantioselective total synthesis of pentacyclic proaporphine alkaloid (−)‐misramine has been achieved. The synthetic route features a Pictet‐Spengler cyclization to construct the fused B and C rings and a sequence of Baeyer‐Villiger oxidation, Pinnick oxidation, and pinacol‐type cyclization to install the α‐hydroxy ketal moiety. The absolute configuration of the pentacyclic framework was elucidated by X‐ray single‐crystal analyses of (−)‐11‐demethoxymisramine.magnified image

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