Enantioselective Organocatalytic Michael Addition of Ketones to Alkylidene Malonates

Autor:	Wenwei Lin, Chan Hui Huang, Chia Jui Lee, Siang En Syu, Yeong Jiunn Jang, Ko Wei Chen, Utpal Das
Rok vydání:	2012
Předmět:	Pharmacology chemistry.chemical_classification Sulfide Organic Chemistry Enantioselective synthesis Catalysis Pyrrolidine Analytical Chemistry Sulfone chemistry.chemical_compound chemistry Organocatalysis Drug Discovery Michael reaction Organic chemistry Moiety Stereoselectivity Spectroscopy
Zdroj:	Chirality. 24:600-605
ISSN:	0899-0042
DOI:	10.1002/chir.22055
Popis:	Organocatalysts bearing sulfide or sulfone functions (1a-d) were studied for the direct asymmetric Michael addition of ketones and alkylidene malonates. The organocatalyst (S)-2-((naphthalen-2-ylthio)methyl)pyrrolidine, bearing a pyrrolidine and a sulfide moiety, showed a very high catalytic activity in the absence of additives. The reaction condition is mild, and the Michael adducts were obtained in very good enantioselectivities (up to 96%), diastereoselectivities (up to 95:5), and chemical yields (up to 95%).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::22d1a246845642132a9e5c371db6b96e https://doi.org/10.1002/chir.22055 Zobrazit plný text záznamu Plný text ve formátu PDF