lignans has been researched along with eupomatilone-6* in 5 studies
5 other study(ies) available for lignans and eupomatilone-6
| Article | Year |
|---|---|
Gymnothelignans A-O: conformation and absolute configuration analyses of lignans bearing tetrahydrofuran from Gymnotheca chinensis.
Fifteen new lignans, gymnothelignans A-O (1-15), bearing tetrahydrofuran with variable conformations belonging to three potentially related skeletons were isolated from Gymnotheca chinensis Decne. The structures were elucidated by means of detailed spectroscopic analysis. Absolute configurations were assigned using X-ray single-crystal diffraction and chemical transformations. Moreover, by the homology, compounds 1-11 and eupomatilones were confirmed to have uniform R-configuration at C-5. However, a synthesized congener has long been mistaken as 5-epimer of eupomatilone-6. This work provides guidance for the absolute configuration establishment of the subeupomatilone family with trans-H-4-H-5 configuration. Topics: Benzofurans; Biological Products; Crystallography, X-Ray; Furans; Lignans; Magnetic Resonance Spectroscopy; Molecular Conformation; Molecular Structure; Stereoisomerism | 2012 |
A concise synthesis of eupomatilones 4, 6, and 7 by rhodium-catalyzed enantioselective desymmetrization of cyclic meso anhydrides with organozinc reagents generated in situ.
Topics: Anhydrides; Benzofurans; Biological Products; Catalysis; Lignans; Organometallic Compounds; Plant Extracts; Rhodium; Stereoisomerism; Zinc | 2007 |
Total synthesis of the eupomatilones.
Full details of the total syntheses of five members of the eupomatilone family of lignans are reported. Topics: Benzofurans; Lignans; Molecular Conformation; Stereoisomerism | 2007 |
An Ireland-Claisen approach to lignans: synthesis of the putative structure of 5-epi-eupomatilone-6.
A novel Ireland-Claisen approach to the putative structure of eupomatilone-6 is described. The rearrangement established the C3 and C4 stereocenters and concomitantly generated a vinyl epoxide. The C5 oxygen was installed by cyclization of the pentenoic acid carboxyl group onto the vinyl epoxide in an S(N)2' fashion to afford the C5-epi stereochemistry. The natural C5 stereochemistry was accessed via a substrate directed dihydroxylation. Topics: Anti-HIV Agents; Antifungal Agents; Antineoplastic Agents; Benzofurans; Lignans | 2004 |
Total synthesis of eupomatilones 4 and 6: structurally rearranged and atropisomerically fluxional lignan natural products.
[structure: see text] A convergent and diastereocontrolled total synthesis of eupomatilones 4 and 6 is reported and was based on a diastereoselective hydroboration/oxidation sequence and a convergent Lipshutz biarylcuprate cross-coupling reaction. The structure of eupomatilone 6 is revised. Topics: Animals; Benzofurans; Cross-Linking Reagents; Cyclization; Lignans; Molecular Structure; Oxidation-Reduction; Stereoisomerism | 2004 |