Synthesis of the marine alkaloids rhopaladins A, B, C and D
2002 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 58, no 14, 2813-2819 p.Article in journal (Refereed) Published
The total synthesis of all four known rhopaladins, A-D, isolated from the Okinawan marine tunicate Rhopalaea sp., in two synthetic steps is described, involving an imidate based cyclization with tryptophan esters as the key step to afford the appropriately substituted imidazolinone unit. A short and efficient new synthesis of indol-3-yl-carbonyl nitriles from indol-3-yl-carboxaldehydes and trimethylsilyl cyanide, followed by oxidation with DDQ is also described.
Place, publisher, year, edition, pages
2002. Vol. 58, no 14, 2813-2819 p.
IdentifiersURN: urn:nbn:se:sh:diva-15807DOI: 10.1016/S0040-4020(02)00171-0ISI: 000175065100011ScopusID: 2-s2.0-0036532317OAI: oai:DiVA.org:sh-15807DiVA: diva2:508392