Diastereoselective enzymatic synthesis of highly substituted 3,4-dihydropyridin-2-ones via domino Knoevenagel condensation–Michael addition–intramolecular cyclization

Autor:	Zhiqiang Liu, Qi Wu, Xian-Fu Lin, Bo-Kai Liu
Rok vydání:	2011
Předmět:	chemistry.chemical_classification Cyanoacetamide Organic Chemistry Ring (chemistry) Biochemistry Aldehyde Domino chemistry.chemical_compound chemistry Cascade reaction Drug Discovery Hydrolase Michael reaction Organic chemistry Knoevenagel condensation
Zdroj:	Tetrahedron. 67:9736-9740
ISSN:	0040-4020
DOI:	10.1016/j.tet.2011.09.086
Popis:	A direct method to construct 3,4-dihydropyridin-2-ones by enzymatic condensation of aldehyde with cyanoacetamide and 1,3-dicarbonyl compounds was developed. One ring and four new bonds (two C–C, one C–N, one C C) were formed in one pot. And reaction conditions involving hydrolases, solvents, substrate molar ratios, and hydrolase loading were optimized. A series of new compounds based on the 3,4-dihydropyridin-2-one core were synthesized by the unprecedented three-component domino reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::953346b67c473c1411dc0f9a66e41f03 https://doi.org/10.1016/j.tet.2011.09.086 Zobrazit plný text záznamu Full Text from ScienceDirect