Concise Synthesis of the Macrocyclic Core of Rhizopodin by a Heck Macrocyclization Strategy

Autor:	Michael Dieckmann, Sandra Dreisigacker, Dirk Menche, Sven Rudolph
Rok vydání:	2012
Předmět:	Molecular Structure Chemistry Stereochemistry Organic Chemistry Convergent synthesis Cross reactions Stereoisomerism Chemical synthesis Catalysis Anti-Bacterial Agents Cross-Linking Reagents Cyclization Rhizopodin Heck reaction Macrolides Chemoselectivity Oxazoles
Zdroj:	The Journal of Organic Chemistry. 77:10782-10788
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo302134y
Popis:	A highly convergent synthesis of the central dimeric core of the potent antibiotic macrolide rhizopodin is reported. Notable features of the highly concise route include an effective preparation of the key C8-C22 building block based on an iridium-catalyzed Krische allylation and a chemoselective cross-coupling approach toward the macrocycle involving a highly advantageous Heck reaction for macrocyclization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e9ba97c63e0d6517a5208a106de970a3 https://doi.org/10.1021/jo302134y Zobrazit plný text záznamu