Synthetic study towards strictamine: The oxidative coupling approach

Article abstract of DOI:10.1055/s-0033-1339472

A synthetic approach featuring a key intramolecular oxidative coupling of a dianion for the formation of the C7-C16 bond was exploited aiming at the synthesis of strictamine. Treatment of substituted tetrahydrocarboline with LHMDS at -78 °C followed by iodine at room temperature afforded a tetracyclic compound, a substructure of eburnane-type alkaloid, via the formation of the N_a-C16 bond.