Asymmetric Michael Addition Reaction of α-Aryl-Substituted Lactams Catalyzed by Chiral Quaternary Ammonium Salts Derived from Cinchona Alkaloids: A New Short Synthesis of (+)-Mesembrine

Autor:	Yoshiyasu Ichikawa, Shiori Nunokawa, Hiyoshizo Kotsuki, Masamitsu Minamisawa, Keiji Nakano
Rok vydání:	2015
Předmět:	Chemistry organic chemicals Aryl Organic Chemistry Enantioselective synthesis Cinchona Alkaloids Stereocenter chemistry.chemical_compound polycyclic compounds Michael reaction Organic chemistry heterocyclic compounds Ammonium Enantiomeric excess Mesembrine
Zdroj:	Synlett. 26:2301-2305
ISSN:	1437-2096 0936-5214
Popis:	The enantioselective Michael addition reaction of α-aryl-substituted lactams with electron-deficient olefins was efficiently catalyzed using chiral quaternary ammonium salts derived from cinchona alkaloids. This method was highly useful for the construction of an all-carbon-substituted quaternary carbon stereogenic center at the α-position of lactams in good to high yields and with good enantiomeric excess and could be applied to the short synthesis of (+)-mesembrine.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::01f579c0777053113c977588b66a8a8e https://doi.org/10.1055/s-0035-1560090 Zobrazit plný text záznamu