Iodospirocyclization of Tryptamine-Derived Isocyanides: Formal Total Synthesis of Aspidofractinine
| العنوان: | Iodospirocyclization of Tryptamine-Derived Isocyanides: Formal Total Synthesis of Aspidofractinine |
|---|---|
| المؤلفون: | Romano V. A. Orru, Thomas R. Roose, Christophe M. L. Vande Velde, Thomas J. S. de Waal, Jordy M. Saya, Bram Weijers, Eelco Ruijter, Jarryt J. Peek |
| المساهمون: | Organic Chemistry, AIMMS |
| المصدر: | Angewandte Chemie: international edition in English Saya, J M, Roose, T R, Peek, J J, Weijers, B, de Waal, T J S, Vande Velde, C M L, Orru, R V A & Ruijter, E 2018, ' Iodospirocyclization of Tryptamine-Derived Isocyanides : Formal Total Synthesis of Aspidofractinine ', Angewandte Chemie. International Edition, vol. 57, no. 46, pp. 15232-15236 . https://doi.org/10.1002/anie.201809678Test Angewandte Chemie. International Edition, 57(46), 15232-15236. Wiley |
| سنة النشر: | 2018 |
| مصطلحات موضوعية: | Tryptamine, cyclization, Isocyanide, Imine, Iodide, Aspidofractinine, 010402 general chemistry, 01 natural sciences, Catalysis, chemistry.chemical_compound, isocyanides, Alkaloids, Moiety, chemistry.chemical_classification, natural product synthesis, Nucleophilic addition, 010405 organic chemistry, Total synthesis, General Chemistry, General Medicine, Combinatorial chemistry, spiroindolines, 0104 chemical sciences, Chemistry, chemistry, Engineering sciences. Technology |
| الوصف: | The N‐iodosuccinimide‐mediated spirocyclization of tryptamine‐derived isocyanides to generate spiroindolenines is reported. The products contain both an imine and an imidoyl iodide as flexible handles for follow‐up chemistry. Nucleophilic addition typically occurs chemoselectively on the imine moiety with complete diastereoselectivity, providing opportunities for the construction of complex molecular frameworks. The synthetic potential of the method was showcased in the formal total synthesis of (±)‐aspidofractinine. |
| وصف الملف: | pdf; application/pdf |
| تدمد: | 1521-3773 1433-7851 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a7962d1e6753e906380b94f55ed87768Test https://pubmed.ncbi.nlm.nih.gov/30273989Test |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....a7962d1e6753e906380b94f55ed87768 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213773 14337851 |
|---|