Catalytic enantioselective Michael addition of deconjugated butyrolactams to maleimides

Autor:	Bidisha Ray, Santanu Mukherjee
Rok vydání:	2019
Předmět:	010405 organic chemistry Organic Chemistry Enantioselective synthesis 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Stereocenter Catalysis chemistry.chemical_compound chemistry Nucleophile Drug Discovery Michael reaction Organic chemistry Bifunctional
Zdroj:	Tetrahedron. 75:3292-3298
ISSN:	0040-4020
Popis:	The first catalytic enantioselective Michael addition of deconjugated butyrolactams to N-arylmaleimides is developed with the help of a bifunctional tertiary aminosquaramide catalyst. Unlike the widely explored and structurally related vinylogous nucleophile – deconjugated butenolides, deconjugated butyrolactams are found to be exclusively α-selective. The resulting highly substituted and densely functionalized products, bearing contiguous all-carbon quaternary and tertiary stereocenters, are formed in good yields with moderate diastereoselectivity and good to excellent enantioselectivity (up to 99:1 er).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::af8fb4b8d1936228eecfc4e84b9bd54d https://doi.org/10.1016/j.tet.2019.04.049 Zobrazit plný text záznamu Full Text from ScienceDirect