Epoxy lactones by photooxidative rearrangement of 6β-acetoxyvouacapane
| Autor: | Mario A. Gómez-Hurtado, Christine Greck, Jérôme Marrot, Christine Thomassigny, Rosa E. del Río, Armando Talavera-Alemán |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Base (chemistry) 010405 organic chemistry Chemistry Organic Chemistry Epoxy 010402 general chemistry Mass spectrometry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Spirolactone visual_art Drug Discovery visual_art.visual_art_medium Caesalpinia platyloba Organic chemistry Spectroscopy Single crystal Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Tetrahedron Letters. 58:2901-2903 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2017.06.030 |
| Popis: | The first study of photooxidation reaction of 6β-acetoxyvouacapane isolated from Caesalpinia platyloba is reported. The reaction yielded four new epoxy lactones, 6β-acetoxy-15,16α-epoxy-13-spirocassa-12,16-olide, 6β-acetoxy-15,16β-epoxy-13-spirocassa-12,16-olide, 6β-acetoxy-12,13β-epoxycassa-16,12-olide and 6β-acetoxy-12,13α-epoxycassa-16,12-olide. All the structures were supported by 1D and 2D NMR spectroscopy as well as mass spectrometry. The stereochemistry was established on the base of single crystal X-ray diffraction. |
| Databáze: | OpenAIRE |
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