Macrocyclisation of Macrodiolide with Dimethylaluminium Methaneselenolate

Autor:	Liu Lan Shen, Jin Hyun Jeong, Han Seo Mun
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Ketone chemistry Transfer agent Yield (chemistry) Organic Chemistry Pyrenophorin chemistry.chemical_element Organic chemistry Total synthesis Physical and Theoretical Chemistry Selenium
Zdroj:	European Journal of Organic Chemistry. 2010:6895-6899
ISSN:	1434-193X
DOI:	10.1002/ejoc.201001201
Popis:	Dimethylaluminium methaneselenolate (Me 2 AlSeMe, 1) acts as an acyl transfer agent for esterification. In cases of direct macrolactonisation (n = 10-12), this selenium-aluminium complex preferentially creates symmetric macrodiolides rather than macrolides. The factors determining macrodilactonisation were investigated and applied toward the total synthesis of norpyrenophorin, which result in a macrodilactonisation yield of 64 %.
Databáze:	OpenAIRE
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