An intramolecular Schmidt reaction strategy for the synthesis of various derivatives of crispine A using azido-ketone as a key intermediate is described.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2213660 | PMC |
| http://dx.doi.org/10.1186/1860-5397-3-49 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis, XRD structural analysis and theoretical studies of a potential inhibitor against rheumatoid arthritis (RA).
Acta Crystallogr C Struct Chem
November 2024
Instituto de Física de São Carlos, Universidade de São Paulo, USP, Avenida Trabalhador São-Carlense, No. 400 Parque Arnold Schmidt - CEP 13566-590, São Carlos, SP, Brazil.
Article Synopsis
- The study examines N-(5-nitrothiazol-2-yl)furan-2-carboxamide (NTFC) as a potential inhibitor for rheumatoid arthritis, focusing on its synthesis and crystallization techniques.
- NTFC has a unique structure featuring thiazole and furan rings connected by a planar C-N-C(=O)-C segment; crystal analysis revealed significant hydrogen bonding and effective molecular interactions.
- Molecular docking studies indicated that NTFC may effectively inhibit the DHODH enzyme, showing promising coupling energies similar to leflunomide, a known rheumatoid arthritis treatment.
Synergistic Rh(II)- and Zn(II)-Catalyzed [3 + 3] Annulation of Diazoenals and α-Hydroxy Ketones for the Direct Synthesis of 2-Pyrans, A Gateway Toward γ-Pyrones.
Org Lett
November 2024
Department of Chemistry, Indian Institute of Science Education & Research Bhopal, Bhopal, Madhya Pradesh 462066, India.
A new synergistic Rh(II)/Zn(II)-catalyzed [3 + 3] annulation has been developed between diazoenals and α-hydroxy ketones enabling the direct synthesis of 4-formyl-2-pyrans. The reaction involves the formation of protic oxonium ylides from highly electrophilic Rh-enalcarbenoids followed by Zn-templated regioselective intramolecular aldol condensation. Subsequent investigations demonstrated that 4-formyl-2-pyrans are unique precursors of γ-pyrones.
View Article and Find Full Text PDFThrough-bond and through-space radiofrequency amplification by stimulated emission of radiation.
Commun Chem
October 2024
International Tomography Center SB RAS, 3A Institutskaya St., 630090, Novosibirsk, Russia.
Radio Amplification by Stimulated Emission of Radiation (RASER) is a phenomenon observed during nuclear magnetic resonance (NMR) experiments with strongly negatively polarized systems. This phenomenon may be utilized for the production of very narrow NMR lines, background-free NMR spectroscopy, and excitation-free sensing of chemical transformations. Recently, novel methods of producing RASER by ParaHydrogen-Induced Polarization (PHIP) were introduced.
View Article and Find Full Text PDFLarge Molecular Rotation in Crystal Changes the Course of a Topochemical Diels-Alder Reaction from a Predicted Polymerization to an Unexpected Intramolecular Cyclization.
Angew Chem Int Ed Engl
October 2024
School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala, India-, 695551.
Article Synopsis
- A specially designed anthracene-based monomer was found to crystallize in a favorable arrangement for Diels-Alder reactions, allowing for potential linear polymer formation, as shown by single-crystal X-ray diffraction.
- When heated above 125°C, instead of forming a polymer, the monomer underwent an unexpected intramolecular Diels-Alder reaction, confirmed by various analytical techniques.
- This study highlights that while Schmidt's criteria predict polymerization based on crystal structure, they can be misleading in heat-induced situations, as the molecular rotation led to a different reaction pathway.
Total synthesis of Comfreyn A and structural analogues via two photochemical key steps.
Photochem Photobiol Sci
August 2024
Institut für Chemie, Bioorganische Chemie, Universität Potsdam, Karl-Liebknecht-Str. 24-25, 14476, Potsdam, Germany.
In this work the influence of o-fluorine substituents on the photo-dehydro-Diels-Alder (PDDA) reaction was investigated and the findings of this study were applied to the total synthesis of natural products. The reactant molecules consisted of two alkyl arylpropiolates, connected by a suberic acid tether and bearing fluorine substituents in each of the o-positions. While quantum chemical calculations suggested that a fluorine substituent prevents an attack of the adjacent carbon atom in the second C-C bond forming step of the PDDA reaction, this attack took place nevertheless.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!