Gem-acceptor, donor-disubstituted dienes in cycloaddition facile [1,3] rearrangement of new bicyclo [2.2.1] hept-5-ene-7-ones

Autor:	Philippe Picard, Michel Goursolle, Mireille Bourhis, Jean-Michel Léger, Françoise Duboudin, Jean-Georges Duboudin
Rok vydání:	1989
Předmět:	Tertiary amine Bicyclic molecule Stereochemistry Organic Chemistry Sigmatropic reaction Biochemistry Acceptor Cycloaddition chemistry.chemical_compound chemistry Drug Discovery Acrylonitrile Enone Ene reaction
Zdroj:	Tetrahedron Letters. 30:4665-4668
ISSN:	0040-4039
Popis:	The (4+2) cycloaddition of methyl 1-diethylamino-2-ethyl-1,3-butadiene-1-carboxylate was performed with acrylonitrile. The cycloadduct bridges over to form 1-diethylamino-6-ethyl-bicyclo [2.2.1] hept-5-ene-7-one-2-carbonitrile 3. We demonstrate that this latter product underoges facile [1,3] sigmatropic rearrangement.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::093952be04af39810e5e5cd5eb660483 https://doi.org/10.1016/s0040-4039(01)80769-3 Zobrazit plný text záznamu