A facile method for the synthesis of indole phytoalexin rutalexin

[Display omitted] Novel methods for the preparation of the indole phytoalexin rutalexin (8) in high yields are presented. The synthesis of rutalexin (8) was achieved from previously synthesized 9-tert-butoxycarbonyl-2-methoxy-4-oxo-[1,3]thiazino[6,5-b]indole (5) by its hydrolysis, methylation, and d...

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Bibliographic Details
Published in:Tetrahedron letters 2015-06, Vol.56 (25), p.3945-3947
Main Authors: Budovská, Mariana, Kudličková, Zuzana, Kutschy, Peter, Pilátová, Martina, Mojžiš, Ján
Format: Article
Language:English
Subjects:
Indoles
Natural products
Phytoalexins
Rutalexin
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Summary:[Display omitted] Novel methods for the preparation of the indole phytoalexin rutalexin (8) in high yields are presented. The synthesis of rutalexin (8) was achieved from previously synthesized 9-tert-butoxycarbonyl-2-methoxy-4-oxo-[1,3]thiazino[6,5-b]indole (5) by its hydrolysis, methylation, and deprotection. A second method starting from 9-Boc-cyclobrassinin (9) involved oxidation, methylation, and deprotection.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.05.001