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

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
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container_issue 35
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container_title Angewandte Chemie International Edition
container_volume 52
creator Xu, Xianxiu
Zhang, Lingjuan
Liu, Xiqing
Pan, Ling
Liu, Qun
description 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.
doi_str_mv 10.1002/anie.201303604
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subjects Alkaloids - chemical synthesis
Alkaloids - chemistry
annulation
heterocycles
Indolizines - chemical synthesis
Indolizines - chemistry
medium-ring compounds
Michael addition
Molecular Structure
synthetic methods
title Facile [7C+1C] Annulation as an Efficient Route to Tricyclic Indolizidine Alkaloids
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