Synthesis and structural revision of naturally occurring ayapin derivatives

Autor:	Dominick Maes, Silvia Debenedetti, Norbert De Kimpe, Nicola Giubellina, Carlos Davio, Sven Mangelinckx, Stijn Vervisch
Rok vydání:	2005
Předmět:	chemistry.chemical_compound chemistry Organic Chemistry Drug Discovery Wittig reaction Organic chemistry Coumarin Biochemistry
Zdroj:	Tetrahedron. 61:2505-2511
ISSN:	0040-4020
DOI:	10.1016/j.tet.2004.12.061
Popis:	The synthesis of three highly oxygenated naturally occurring coumarins, 8-methoxy-6,7-methylenedioxycoumarin, 5-methoxy-6,7-methylenedioxycoumarin and 5,8-dimethoxy-6,7-methylenedioxycoumarin is described for the first time, together with a new method for the preparation of ayapin (6,7-methylenedioxycoumarin). Comparison of the spectroscopic data of the synthetic tetraoxygenated coumarin 5,8-dimethoxy-6,7-methylenedioxycoumarin with literature reports resulted in the structural revision of several natural coumarins. Two coumarins, both identified as 5,8-dimethoxy-6,7-methylenedioxycoumarin must have other structures, while the structure of another coumarin, described as the isomeric 7,8-dimethoxy-5,6-methylenedioxycoumarin has to be revised to 5,8-dimethoxy-6,7-methylenedioxycoumarin.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::733d3601733edbbf684004a1b5111810 https://doi.org/10.1016/j.tet.2004.12.061 Zobrazit plný text záznamu Full Text from ScienceDirect