α-Thiosubstituted chiral imines/secondary enamines: their use in the asymmetric Michael reaction

Autor:	Didier Desmaële, David Villeneuve, Mohammed Nour, Kimny Tan, Claude Riche, Jean d'Angelo, Christian Cavé
Rok vydání:	2000
Předmět:	Inorganic Chemistry chemistry.chemical_compound Chemistry Organic Chemistry Electrophile Michael reaction Organic chemistry Physical and Theoretical Chemistry Methyl acrylate Medicinal chemistry Catalysis Adduct
Zdroj:	Tetrahedron: Asymmetry. 11:995-1002
ISSN:	0957-4166
Popis:	The asymmetric Michael reaction between 2-thiosubstituted chiral imines/secondary enamines derived from ( S )-1-phenylethylamine and electrophilic alkenes (methyl acrylate, MVK) was investigated. 2-Phenylthio derivatives furnished the expected Michael adducts with excellent ee. By contrast, an in situ elimination of p -toluenesulfenic acid took place when using the p -toluenesulfinyl analogs.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::025ccce97527379786b937f4b49db712 https://doi.org/10.1016/s0957-4166(00)00021-5 Zobrazit plný text záznamu Full Text from ScienceDirect