ChemInform Abstract: Total Synthesis of (-)-Reidispongiolide A, an Actin-Targeting Macrolide Isolated from the Marine Sponge Reidispongia coerulea
| العنوان: | ChemInform Abstract: Total Synthesis of (-)-Reidispongiolide A, an Actin-Targeting Macrolide Isolated from the Marine Sponge Reidispongia coerulea |
|---|---|
| المؤلفون: | Gaelle Chouraqui, Robert Britton, Henner Knust, Jonathan Stafford, Gordon J. Florence, Ian Paterson, Kate Ashton, Giuseppe Cecere |
| المصدر: | ChemInform. 39 |
| بيانات النشر: | Wiley, 2008. |
| سنة النشر: | 2008 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Ketone, chemistry, Aldol reaction, Stereochemistry, Absolute configuration, Total synthesis, General Medicine, Chemical synthesis, Aldehyde, Lactone, Stereocenter |
| الوصف: | A stereocontrolled total syn- thesis of the microfilament-destabiliz- ing cytotoxic macrolide (� )-reidispon- giolide A, isolated from the New Cale- donian marine sponge Reidispongia co- erulea, is described. This synthesis uti- lizes a convergent aldol-based strategy to construct the 26-membered macro- lactone, followed by the late-stage cou- pling of a derived aldehyde with an N- vinylformamide-containing ketone sub- unit to install the full side chain. Two alternative routes were examined for the introduction of the 2E,4E-dienoate region, and a complex Mukaiyama aldol coupling was used to connect the northern and southern hemispheres to install the C13 stereocenter. This con- stitutes the first chemical synthesis of any member of the reidispongiolide/ sphinxolide family of marine macro- lides and unequivocally establishes the relative and absolute configuration. |
| تدمد: | 1522-2667 0931-7597 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_________::bca8182d3d59b238db1cbcbc70be3122Test https://doi.org/10.1002/chin.200824183Test |
| حقوق: | CLOSED |
| رقم الانضمام: | edsair.doi...........bca8182d3d59b238db1cbcbc70be3122 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15222667 09317597 |
|---|