ArticleAngewandte Chemie (International ed. in English)2025
Concise Total Syntheses of Leuconoxine-Type Alkaloids Enabled by Palladium/Norbornene-Catalyzed Pyrrole Difunctionalization.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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6 citing papers in PubMed.
- Stereoselective Synthesis of Aminals Through Enzyme-Catalyzed Intermolecular C(spAngewandte Chemie (International ed. in English) · 2026Article
- Functionalization of Heteroarenes via Palladium/Norbornene-Catalyzed Double C-H Activation.Accounts of chemical research · 2026Article
- Total syntheses of (+)-dalesconols A and B enabled by triple-relayed remote chirality transfer.Nature communications · 2026Article
- Photothermal catalysis versus thermal catalysis: A palladium-catalyzed intermolecular three-component C─H 1,3-Science advances · 2026Article
- Advances in Vicinal Dicarbo-C-H-functionalization of Five-Membered Heteroarenes via Palladium/Norbornene Cooperative Catalysis.Tetrahedron letters · 2025Article
- Concise Total Syntheses of Leuconoxine-Type Alkaloids Enabled by Palladium/Norbornene-Catalyzed Pyrrole Difunctionalization.Angewandte Chemie (International ed. in English) · 2025Article
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Abstract
Concise total syntheses of five leuconoxine-type alkaloids, i.e., chloromelodinine, leuconodine A, leuconodine F, melodinine E, and leuconoxine, are achieved through a pyrrole-centered strategy. The approach features a newly developed palladium/norbornene-catalyzed pyrrole double C─H functionalization reaction to generate the core skeleton and a divergent oxidative dearomatization to complete the end game. In addition, no protecting group was employed, and the strategic use of a chloro substituent offers a number of advantages in these syntheses, which could have implications beyond this work. The discovery of an unusual chloro 1,2-migration reaction enabled the first total synthesis of chloromelodinine E. This work represents the shortest syntheses of these natural products to date with 10-11 total steps.
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