Synthesis of the BCD-ring of ciguatoxin 1B using an acetylene cobalt complex and vinylsilane strategy

Autor:	Kazunobu Kira, Akinari Hamajima, Minoru Isobe
Rok vydání:	2002
Předmět:	Ciguatoxin Hydrosilylation Stereochemistry Organic Chemistry chemistry.chemical_element Ether Ring (chemistry) Biochemistry chemistry.chemical_compound chemistry Acetylene Drug Discovery Stereoselectivity Vinylsilane Cobalt
Zdroj:	Tetrahedron. 58:1875-1888
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(02)00044-3
Popis:	Synthesis of the tricyclic BCD-ring segment with high stereoselectivity has been achieved starting from a sugar derivative directed toward the synthesis of the left part of ciguatoxin 1B. The central reactions in the synthesis are (i) ether ring formation mediated by an acetylene cobalt complex, (ii) decomplexation of the endo-acetylene cobalt complex to the vinylsilane, and (iii) ring-opening reaction of the epoxysilane into the allylic alcohol.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ccf844cc40eeb446b1258f39dc4a2ec8 https://doi.org/10.1016/s0040-4020(02)00044-3 Zobrazit plný text záznamu Full Text from ScienceDirect