Regio- and stereo-selective aza-Diels–Alder reaction of ethyl glyoxylate 4-methoxyphenylimine with 1,3-dienes in the presence of BF3·Et2O. Evidence for a non-concerted mechanism

Autor:	A. Gil Fortes, Nuno G. Azoia, M. José Alves
Rok vydání:	2007
Předmět:	010405 organic chemistry Concerted reaction Stereochemistry Organic Chemistry Imine Glyoxylate cycle 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound chemistry Drug Discovery Aza-Diels–Alder reaction
Zdroj:	Tetrahedron. 63:727-734
ISSN:	0040-4020
DOI:	10.1016/j.tet.2006.10.085
Popis:	Cycloadditions of the glyoxylate imine 1 with 1-substituted and 1,4-disubstituted 1,3-dienes furnished tetrahydroquinoline compounds 4 and 5/15 with total regio- and stereo-control, except for one case where a mixture of isomers was formed. A stepwise mechanism is proposed in view of the stereochemistry of the products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::28914177eedad10bba649e4409f1f996 https://doi.org/10.1016/j.tet.2006.10.085 Zobrazit plný text záznamu Full Text from ScienceDirect