ArticleAngewandte Chemie (International ed. in English)2014
Asymmetric, stereodivergent synthesis of (-)-clusianone utilizing a biomimetic cationic cyclization.
Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 69 citations in OpenAlex.
- Regiodivergent biosynthesis of bridged bicyclononanes.Nature communications · 2024Article
- Dearomative logic in natural product total synthesis.Natural product reports · 2022Review
- Enantioselective Total Synthesis of (+)-Garsubellin A.Angewandte Chemie (International ed. in English) · 2021Article
- An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.Natural product reports · 2021Review
- Synthesis and Multiplexed Activity Profiling of Synthetic Acylphloroglucinol Scaffolds.Angewandte Chemie (International ed. in English) · 2021Article
- Programmable meroterpene synthesis.Nature communications · 2020Article
- 7-Molecules (Basel, Switzerland) · 2019Article
- Biomimetic Synthesis of Meroterpenoids by Dearomatization-Driven Polycyclization.Angewandte Chemie (International ed. in English) · 2019Article
- Regiodivergent Photocyclization of Dearomatized Acylphloroglucinols: Asymmetric Syntheses of (-)-Nemorosone and (-)-6-Journal of the American Chemical Society · 2019Article
- Recent Advances in Substrate-Controlled Asymmetric Cyclization for Natural Product Synthesis.Molecules (Basel, Switzerland) · 2017Review
- Syntheses of (+)-30-epi-, (-)-6-epi-, (±)-6,30-epi-13,14-Didehydroxyisogarcinol and (±)-6,30-epi-Garcimultiflorone A Utilizing Highly Diastereoselective, Lewis Acid-Controlled Cyclizations.Journal of the American Chemical Society · 2016Article
- Asymmetric Dearomatization/Cyclization Enables Access to Polycyclic Chemotypes.European journal of organic chemistry · 2016Article
- Hyperisampsins H-M, Cytotoxic Polycyclic Polyprenylated Acylphloroglucinols from Hypericum sampsonii.Scientific reports · 2015Article
- Rapid synthesis of polyprenylated acylphloroglucinol analogs via dearomative conjunctive allylic annulation.Journal of the American Chemical Society · 2014Article
Corrections and comments
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
We report a stereodivergent, asymmetric total synthesis of (-)-clusianone in six steps from commercial materials. We implement a challenging cationic cyclization forging a bond between two sterically encumbered quaternary carbon atoms. Mechanistic studies point to the unique ability of formic acid to mediate the cyclization forming the clusianone framework.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.