ArticleJournal of the American Chemical Society2014
Total synthesis of (-)-calyciphylline N.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Total Synthesis of Calyciphylline F.Angewandte Chemie (International ed. in English) · 2025Article
- Molecular Complexity-Inspired Synthetic Strategies toward the Calyciphylline A-TypeJournal of the American Chemical Society · 2024Article
- Diastereoselective Hydrogenation of Tetrasubstituted Olefins using a Heterogeneous Pt-Ni Alloy Catalyst.Angewandte Chemie (International ed. in English) · 2024Article
- Enantioselective total synthesis of (‒)-lucidumone enabled by tandem prins cyclization/cycloetherification sequence.Nature communications · 2024Article
- A Nazarov-Ene Tandem Reaction for the Stereoselective Construction of Spiro Compounds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Calyciphylline B-Type Alkaloids: Total Syntheses of (-)-Daphlongamine H and (-)-Isodaphlongamine H.Journal of the American Chemical Society · 2019Article
- Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms.Angewandte Chemie (International ed. in English) · 2016Review
- Toward the ABCD Core of the Calyciphylline A-Type Daphniphyllum Alkaloids: Solvent non-Innocence in Neutral Aminyl Radical Cyclizations.Tetrahedron letters · 2015Article
- The daphniphyllum alkaloids: total synthesis of (-)-calyciphylline N.Journal of the American Chemical Society · 2015Article
- Enantioselective synthesis of (-)-maoecrystal V by enantiodetermining C-H functionalization.Journal of the American Chemical Society · 2014Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
The total synthesis of the architecturally complex Daphniphyllum alkaloid (-)-calyciphylline N has been achieved. Highlights of the synthesis include a Et2AlCl-promoted, highly stereoselective, susbtrate-controlled intramolecular Diels-Alder reaction, a transannular enolate alkylation, an effective Stille carbonylation/Nazarov cyclization sequence, and a high-risk diastereoselective hydrogenation of a fully substituted conjugated diene ester.
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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.