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Facile [7C+1C] Annulation as an Efficient Route to Tricyclic Indolizidine Alkaloids
Author(s) -
Xu Xianxiu,
Zhang Lingjuan,
Liu Xiqing,
Pan Ling,
Liu Qun
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201303604
Subject(s) - annulation , indolizidine , tricyclic , computer science , intramolecular force , chemistry , stereochemistry , organic chemistry , alkaloid , catalysis
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.