Facile [7C+1C] Annulation as an Efficient Route to Tricyclic Indolizidine Alkaloids

A handle on annulation: The two alkenoyl moieties of the cyclic dithiolane are parallel to each other and enables the [7C+1C] annulation with ethyl isocyanoacetate to occur. As a result, tricyclic indolizidine alkaloids are constructed by a two‐step, base‐catalyzed [7C+1C] annulation/intramolecular...

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Veröffentlicht in:	Angewandte Chemie International Edition 2013-08, Vol.52 (35), p.9271-9274
Hauptverfasser:	Xu, Xianxiu, Zhang, Lingjuan, Liu, Xiqing, Pan, Ling, Liu, Qun
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemical synthesis Alkaloids - chemistry annulation heterocycles Indolizines - chemical synthesis Indolizines - chemistry medium-ring compounds Michael addition Molecular Structure synthetic methods
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	A handle on annulation: The two alkenoyl moieties of the cyclic dithiolane are parallel to each other and enables the [7C+1C] annulation with ethyl isocyanoacetate to occur. As a result, tricyclic indolizidine alkaloids are constructed by a two‐step, base‐catalyzed [7C+1C] annulation/intramolecular cyclization with subsequent reduction/cyclization.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201303604