ArticleAngewandte Chemie (International ed. in English)2021
The Enantioselective Synthesis of Eburnamonine, Eucophylline, and 16'-epi-Leucophyllidine.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Advancing total synthesis through the Stille cross-coupling: recent innovations and case studies.RSC advances · 2026Review
- Total Synthesis of (+)-Eburnamonine Using Asymmetric Alkene Cyanoamidation through C-CN Bond Activation.Organic letters · 2024Article
- Enantioselective Total Synthesis of (-)-Hunterine A Enabled by a Desymmetrization/Rearrangement Strategy.Journal of the American Chemical Society · 2024Article
- Total Synthesis of Strempeliopidine and Non-Natural Stereoisomers through a Convergent Petasis Borono-Mannich Reaction.Journal of the American Chemical Society · 2023Article
- Development of a Non-Directed Petasis-Type Reaction by an Aromaticity-Disrupting Strategy.Angewandte Chemie (International ed. in English) · 2023Article
- Catalytic Asymmetric Synthesis of Tröger's Base Analogues with Nitrogen Stereocenter.ACS central science · 2023Article
- Synthesis, Stereochemical Confirmation, and Derivatization of 12(S),16ϵ-Dihydroxycleroda-3,13-dien-15,16-olide, a Clerodane Diterpene That Sensitizes Methicillin-Resistant Staphylococcus aureus to β-Lactam Antibiotics.Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
6 authors.
Funding
Abstract
A synthetic approach to the heterodimeric bisindole alkaloid leucophyllidine is disclosed herein. An enantioenriched lactam building block, synthesized through palladium-catalyzed asymmetric allylic alkylation, served as the precursor to both hemispheres. The eburnamonine-derived fragment was synthesized through a Bischler-Napieralski/hydrogenation approach, while the eucophylline-derived fragment was synthesized by Friedländer quinoline synthesis and two sequential C-H functionalization steps. A convergent Stille coupling and phenol-directed hydrogenation united the two monomeric fragments to afford 16'-epi-leucophyllidine in 21 steps from commercial material.
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