A Formal Synthesis of Ionomycin Featuring a Permanganate-Mediated Oxidative Cyclisation

Autor:	Zhanghua Gao, Thomas N. Snaddon, John P. Cooksey, Yingfa Li, Philip J. Kocienski, Stephen M. McAteer
Rok vydání:	2010
Předmět:	Diene Organic Chemistry Permanganate Oxocarbenium Alkylation Medicinal chemistry Chemical synthesis Catalysis Stereocenter chemistry.chemical_compound Potassium permanganate chemistry Organic chemistry Tetrahydrofuran
Zdroj:	Synthesis. 2011:104-108
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0030-1258327
Popis:	Key steps in a synthesis of the C17―C32 fragment of ionomycin are (a) an auxiliary-directed oxidative cyclisation of a diene with potassium permanganate to construct a tetrahydrofuran ring and four stereogenic centres in a single operation, and (b) a chain-appendage reaction featuring the alkylation of an enolsilane by an oxocarbenium ion generated from a 2-phenylsulfonyl-substituted tetrahydrofuran.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::352b258dcd6bcd49d47febb406385a06 https://doi.org/10.1055/s-0030-1258327 Zobrazit plný text záznamu