Construction of cis-azadecalone units via novel intermolecular Diels–Alder reaction

Construction of cis-azadecalone units via novel intermolecular Diels–Alder reaction

N-Methoxycarbonyl-5-ethoxycarbonyl-2,3-dihydropyridin-4-one 1 reacts under thermal or Lewis acid-catalysed conditions with trimethylsilyloxybutadienes to give cis-azadecalones via a formal [4+2] cycloaddition. Graphic

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Veröffentlicht in:Tetrahedron letters 2002-02, Vol.43 (9), p.1645-1648
Hauptverfasser: Dhimane, Hamid, Meunier, Stéphane, Vanucci-Bacqué, Corinne, Lhommet, Gérard
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
cyclocondensation
dihydropyridone
Lewis acid
octahydroquinoline
stereoselective
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Zusammenfassung:N-Methoxycarbonyl-5-ethoxycarbonyl-2,3-dihydropyridin-4-one 1 reacts under thermal or Lewis acid-catalysed conditions with trimethylsilyloxybutadienes to give cis-azadecalones via a formal [4+2] cycloaddition. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)00068-0