Synthetic Study towards Strictamine: The Oxidative Coupling Approach

Abstract

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.

Key words

strictamine - oxidative coupling - indole alkaloid - tetrahydro-β-carboline

• References and Notes

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