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Palladium-Catalyzed Intramolecular Carboesterification of Olefins

One catalyst, three bonds: The title reaction between propiolic acids and unactivated olefins (see scheme; O red, Cl green) results in vicinal functionalization of the olefin, with the formation of new CC and CO bonds. Structurally complex 6,7,5‐tricyclic ring systems are formed in a single step b...

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Published in:Angewandte Chemie (International ed.) 2009-12, Vol.48 (51), p.9690-9692
Main Authors: Li, Yang, Jardine, Katherine J, Tan, Runyu, Song, Datong, Dong, Vy M
Format: Article
Language:English
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Summary:One catalyst, three bonds: The title reaction between propiolic acids and unactivated olefins (see scheme; O red, Cl green) results in vicinal functionalization of the olefin, with the formation of new CC and CO bonds. Structurally complex 6,7,5‐tricyclic ring systems are formed in a single step by this cascade chloropalladation and formal [3+2] cycloaddition.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200905478