ChemInform Abstract: Unexpected Change of Absolute Configuration in Asymmetric Michael Addition of Methyl Vinyl Ketone to 2-Nitrocycloalkanones

Autor:	Stephan Stanchev, Anita Latvala, Manfred Hesse, Anthony Linden
Rok vydání:	2010
Předmět:	Addition reaction biology Absolute configuration Cinchona General Medicine Cinchonine biology.organism_classification Medicinal chemistry Ring size chemistry.chemical_compound chemistry Methyl vinyl ketone Michael reaction Enantiomeric excess
Zdroj:	ChemInform. 24
ISSN:	0931-7597
DOI:	10.1002/chin.199326044
Popis:	Michael addition of methyl vinyl ketone 2 to 2-nitrocycloalkanones 1 catalyzed by the Cinchona alkaloid cinchonine 3 affords adducts in high chemical yields in up to 60% enantiomeric excess. The configuration of the products depends on the ring size. Absolute configuration of (−)-2-nitro-2-(3-oxobutyl)cyclooctanone and (+)-2-nitro-2-(3-oxobutyl)cyclododecanone derivatives were determined by X-ray diffraction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::38012793e7922e191b39773809a8bea0 https://doi.org/10.1002/chin.199326044 Zobrazit plný text záznamu Plný text