Radical cyclization of ynamides into six- or eight-membered rings. Application to the synthesis of a protoberberine analog

Radical cyclization of ynamides into six- or eight-membered rings. Application to the synthesis of a protoberberine analog

A straightforward formation of six- and eight-membered rings via the radical cyclization of specifically designed ynamides is reported. This strategy provides a protoberberine analog in only three steps by a radical cyclization cascade.

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Veröffentlicht in:Tetrahedron letters 2011-06, Vol.52 (22), p.2876-2880
Hauptverfasser: Balieu, Sébastien, Toutah, Krimo, Carro, Laura, Chamoreau, Lise-Marie, Rousselière, Hélène, Courillon, Christine
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids
Cascades
Chemistry
Cyclization
Exact sciences and technology
Formations
Free radicals chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Nitrogen heterocycles
Organic chemistry
Preparations and properties
Radicals
Reactivity and mechanisms
Strategy
Synthesis (chemistry)
Tetrahedrons
Ynamides
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Beschreibung
Zusammenfassung:A straightforward formation of six- and eight-membered rings via the radical cyclization of specifically designed ynamides is reported. This strategy provides a protoberberine analog in only three steps by a radical cyclization cascade.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.03.118