Substituent effects in the transannular cyclizations of germacranes. Synthesis of 6-epi-costunolide and five natural steiractinolides

Autor:	Guillermo M. Massanet, F. Javier Moreno-Dorado, Zacarías D. Jorge, Francisco M. Guerra, Redouan Azarken
Rok vydání:	2008
Předmět:	chemistry.chemical_compound Costunolide Chemistry Stereochemistry Organic Chemistry Drug Discovery Substituent Ring (chemistry) Biochemistry
Zdroj:	Tetrahedron. 64:10896-10905
ISSN:	0040-4020
DOI:	10.1016/j.tet.2008.09.017
Popis:	The occurrence and orientation of substituents in the 10-membered ring characteristic of germacranes is determinant in the stereochemical outcome of the acid-promoted transannular cyclization of these metabolites. An explanation of the synthesis of eudesmanolides and guaianolides produced by the Umbelliferae family of plants is advanced. The syntheses of the natural products 6- epi -costunolide and five steiractinolides are reported.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6e27b97026bc462ffbc770f2f0c7c725 https://doi.org/10.1016/j.tet.2008.09.017 Zobrazit plný text záznamu Full Text from ScienceDirect