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Synthesis of the marine alkaloids rhopaladins A, B, C and D
Södertörn University, Avdelning Naturvetenskap. Karolinska Institutet.
Södertörn University, Avdelning Naturvetenskap. Karolinska Institutet.
Södertörn University, Avdelning Naturvetenskap. Karolinska Institutet.
2002 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 58, no 14, 2813-2819 p.Article in journal (Refereed) Published
Abstract [en]

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.
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Organic Chemistry
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URN: 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
Available from: 2012-03-08 Created: 2012-03-07 Last updated: 2014-04-17Bibliographically approved

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