A5060876853- Asymmetric Synthesis and Catalysis
- Oxidative Organic Chemistry Reactions
- Synthesis and Catalytic Reactions
- Traditional and Medicinal Uses of Annonaceae
- Catalytic Alkyne Reactions
- Bioactive Compounds and Antitumor Agents
- Synthetic Organic Chemistry Methods
- Hops Chemistry and Applications
- Synthesis and Reactions of Organic Compounds
- Chemical Synthesis and Analysis
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Microwave-Assisted Synthesis and Applications
- Microbial Natural Products and Biosynthesis
- Organic Chemistry Cycloaddition Reactions
- Crystallization and Solubility Studies
- Asymmetric Hydrogenation and Catalysis
- Marine Sponges and Natural Products
Aarhus University
2023-2025
The Cover Feature depicts a cultivar of the common hop (Humulus lupulus) called "Cascade". On leaves are seen dienamine (left) and trienamine (right), on cones drawn some products that can be formed by organocatalytic cascade reactions with dienamines trienamines, which initiated cycloaddition reaction. More information found in Review K. A. Jørgensen co-workers (DOI: 10.1002/chem.202403656).
An efficient strategy to obtain a broad array of chiral and achiral heterotropones their corresponding [4 + 2] cycloadducts is disclosed. This enables access unique intricate bicyclic structures in high yields diastereoselectivities through simple procedure from easily accessible starting materials.
The combination of asymmetric organocatalysis with the (pseudo)-halogen effect enables formation chiral norcarane scaffolds in high yields and selectivities (up to 92% yield, >99% ee, >95:5 d.r.). This was achieved by reacting (pseudo)-halogenated 3-vinyl chromones situ generated dienamines an inverse electron demand [4 + 2] cycloaddition followed intramolecular SN2 reaction. These could easily undergo photoinduced rearrangements or lactonization form intricate ring structures.
Abstract A novel cascade reaction initiated by an enantioselective aminocatalysed 1,3‐dipolar [6+4] cycloaddition between catalytically generated trienamines and 3‐oxidopyridinium betaines is presented. The cycloadduct spontaneously undergoes intramolecular enamine‐mediated aldol, hydrolysis, E1cb sequence, which ultimately affords a chiral hexahydroazulene framework. In this process, three new C−C bonds stereocenters are formed, enabled formal unfolding of the pyridine moiety from dipolar...
Abstract A novel strategy that combines oxidative aminocatalysis and gold catalysis allows the preparation of chiral α‐quaternary isochromanes, a motif is prevalent in natural products synthetic bioactive compounds. In first step, α‐branched aldehydes propargylic alcohols are transformed into ethers with excellent optical purities (>90 % ee ) via umpolung DDQ an amino acid‐derived primary amine catalyst. Subsequent gold(I)‐catalyzed intramolecular hydroarylation affords isochromane...
A mechanistic investigation into the novel combination of