Efficient iron-mediated approach to pyrano[3,2-a]carbazole alkaloids - first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine, first asymmetric synthesis and assignment of the absolute configuration of (−)-trans-dihydroxygirinimbine

Description

Iron-mediated oxidative cyclisation provides an efficient approach to pyrano[3,2-a]carbazole alkaloids. Thus, improved routes to girinimbine and murrayacine as well as the first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine are reported. Asymmetric epoxidation of girinimbine led to (−)-trans-dihydroxygirinimbine and the assignment of its absolute configuration. / Dieser Beitrag ist mit Zustimmung des Rechteinhabers aufgrund einer (DFG-geförderten) Allianz- bzw. Nationallizenz frei zugänglich.

Links & Downloads

1. urn:nbn:de:bsz:14-qucosa-138748
2. 405163673
3. https://tud.qucosa.de/id/qucosa%3A27777
4. https://tud.qucosa.de/api/qucosa%3A27777/attachment/ATT-0/

Tags

info:eu-repo/classification/ddc/540

ddc:540

Additional Fields

Identifer	oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:27777
Date	January 2011
Creators	Gruner, Konstanze K., Hopfmann, Thomas, Matsumoto, Kazuhiro, Jäger, Anne, Katsuki, Tsutomu, Knölker, Hans-Joachim
Publisher	Royal Society of Chemistry
Source Sets	Hochschulschriftenserver (HSSS) der SLUB Dresden
Language	English
Detected Language	English
Type	doc-type:article, info:eu-repo/semantics/article, doc-type:Text
Source	Organic & biomolecular chemistry 2011;9:2057-2061, ISSN: 1477-0520
Rights	info:eu-repo/semantics/openAccess
Relation	10.1039/c0ob01088j