Total Synthesis of Leuconoxine, Melodinine E, and Mersicarpine through a Radical Translocation–Cyclization Cascade

Abstract

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The application of C–H bond functionalization in the total syntheses of indole natural products

“…3.3 Total syntheses of leuconoxine D, melodinine E and merscarpine (Beaudry, 2019) 45 As mentioned in Section 2.4, leuconoxine-type natural products comprise an important subclass of Aspidosperma-derived monoterpene indole alkaloids and have attracted considerable attention in the synthetic community. [31][32][33][34][35] In 2019, Beaudry's group 45 established a novel radical-induced 1,5-hydrogen atom transfer (1,5-HAT) C-C bond forming reaction for the construction of [6.5.6] tricyclic indolinyl δ-lactam frameworks. By using this transformation as the key protocol, leconoxine D (20), melodinine E (21), and merscarpine (22) were synthesized concisely in a divergent manner.…”