Prins Cyclizations in Au-Catalyzed Reactions of Enynes

Going for gold: AuI‐catalyzed cyclizations of functionalized enynes lead to the ready assembly of tricyclic carbon skeletons that are present in a number of naturally occurring compounds. An alkenyl gold intermediate is formed in the cyclization of the enynes and can be trapped in 5‐exo‐dig or 6‐end...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2006-08, Vol.45 (33), p.5452-5455
Main Authors: Jiménez-Núñez, Eloísa, Claverie, Christelle K., Nieto-Oberhuber, Cristina, Echavarren, Antonio M.
Format: Article
Language:English
Subjects:
cyclization
enynes
gold
Prins reaction
rearrangements
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Summary:Going for gold: AuI‐catalyzed cyclizations of functionalized enynes lead to the ready assembly of tricyclic carbon skeletons that are present in a number of naturally occurring compounds. An alkenyl gold intermediate is formed in the cyclization of the enynes and can be trapped in 5‐exo‐dig or 6‐endo‐dig Prins reactions to form an additional CC bond. Z=C(CO2Me)2, NTs; R=H, Me, iPr.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200601575