Organic letters

Total synthesis of flustramine C via dimethylallyl rearrangement

T Lindel, L Bräuchle, G Golz, P Böhrer

文献索引：Lindel, Thomas; Braeuchle, Laura; Golz, Gregor; Boehrer, Petra Organic Letters, 2007 , vol. 9, # 2 p. 283 - 286

全文：HTML全文

被引用次数: 48

摘要

The marine natural product flustramine C from the bryozoan Flustra foliacea was synthesized in five steps and 38% yield starting from N b-methyltryptamine. The key step is the biomimetic oxidation of the natural product deformylflustrabromine causing selective 1, 2- rearrangement of the inverse prenyl group. By 1H, 15N HMBC experiments, it is unambiguously shown that the reaction with t-BuOCl commences with chlorination of the ...