Formal Total Synthesis of Hemibrevetoxin B via the Intramolecular Allylation Followed by Ring-Closing Metathesis

Autor:	Abeda S. Touchy, Yukako Ishitsuka, Ryoko Nagata, Isao Kadota, Takashi Abe, Yoshinori Yamamoto
Rok vydání:	2007
Předmět:	Pharmacology chemistry.chemical_classification Carboxylic acid Organic Chemistry Convergent synthesis Total synthesis Alcohol Ether Metathesis Medicinal chemistry Analytical Chemistry chemistry.chemical_compound Ring-closing metathesis chemistry Intramolecular force
Zdroj:	Scopus-Elsevier
ISSN:	0385-5414
Popis:	A formal total synthesis of hemibrevetoxin B (1) is described. Intramolecular allylation of α-chloroacetoxy ether 10, prepared from carboxylic acid 11 and alcohol 12, was carried out with MgBr 2 ·OEt 2 to give 27. Ring-closing metathesis of 27 furnished tetracycle 29, which was converted to a known synthetic intermediate 9, to complete a formal total synthesis of 1.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9fb9d29d43a9a5ec4adf6b9b306323df https://doi.org/10.3987/com-07-s(w)39 Zobrazit plný text záznamu