ArticleChemical science2017
Efficient syntheses of (-)-crinine and (-)-aspidospermidine, and the formal synthesis of (-)-minfiensine by enantioselective intramolecular dearomative cyclization.
Article in Chemical science, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 100 citations in OpenAlex.
- Dearomative [3,3]-Claisen Rearrangement of 2-Indolyl Alcohols: An Efficient and General Protocol for Synthesizing 3,3-Disubstituted Indolines and Related Indole Alkaloids.Angewandte Chemie (International ed. in English) · 2026Article
- Pd-catalyzed enantioselective access to hydrocarbazolones containing contiguous quaternary and tertiary stereocenters.Chemical science · 2025Article
- Application of Hosomi-Sakurai allylation reaction in total synthesis of biologically active natural products.Frontiers in chemistry · 2025Review
- Sustainable Synthesis of Medicinally Important Heterocycles.Mini reviews in medicinal chemistry · 2025Review
- Intermolecular Asymmetric Arylative Dearomatization of 1-Naphthols.Journal of the American Chemical Society · 2024Article
- Total Synthesis of (-)-Aspidospermidine via an Enantioselective Palladium-Catalyzed Allylic Substitution Strategy.Organic letters · 2024Article
- Total synthesis of (-)-2-oxo epimesembranol and (+)-dihydromaritidineRSC advances · 2024Article
- Kinetics of H· Transfer from CpCr(CO)JACS Au · 2023Article
- sSPhos: A General Ligand for Enantioselective Arylative Phenol Dearomatization via Electrostatically-Directed Palladium Catalysis.Journal of the American Chemical Society · 2023Article
- Dearomative logic in natural product total synthesis.Natural product reports · 2022Review
- Total synthesis of (+)-spiroindimicin A and congeners unveils their antiparasitic activity.Chemical science · 2021Article
- Rapid synthesis of the core scaffold of crinane and haemanthamine through a multi-component approach.Tetrahedron letters · 2021Article
- The Chemical Synthesis of the Crinine and Haemanthamine Alkaloids: Biologically Active and Enantiomerically-Related Systems that Serve as Vehicles for Showcasing New Methodologies for Molecular Assembly.Molecules (Basel, Switzerland) · 2021Review
- Shaping Molecular Landscapes: Recent Advances, Opportunities, and Challenges in Dearomatization.Chem · 2020Article
- Total Syntheses of DihydroindoleOrganic letters · 2020Article
- Modular Synthesis of Polycyclic Alkaloid Scaffolds via an Enantioselective Dearomative Cascade.Organic letters · 2020Article
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Authors and funding
8 authors at 3 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Polycyclic alkaloids bearing all-carbon quaternary centers possess a diversity of biological activities and are challenging targets in natural product synthesis. The development of a general and asymmetric catalytic method applicable to the efficient syntheses of a series of complex polycyclic alkaloids remains highly desirable in synthetic chemistry. Herein we describe an efficient palladium-catalyzed enantioselective dearomative cyclization which is capable of synthesizing two important classes of tricyclic nitrogen-containing skeleton, chiral dihydrophenanthridinone and dihydrocarbazolone derivatives bearing all-carbon quaternary centers, in excellent yields and enantioselectivities. The P-chiral monophosphorus ligand AntPhos is crucial for the reactivity and enantioselectivity, and the choice of the
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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.