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Prins Cyclizations in Au‐Catalyzed Reactions of Enynes
Author(s) -
JiménezNúñez Eloísa,
Claverie Christelle K.,
NietoOberhuber Cristina,
Echavarren Antonio M.
Publication year - 2006
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.200601575
Subject(s) - prins reaction , catalysis , chemistry , tricyclic , dig , medicinal chemistry , stereochemistry , organic chemistry , computer science , computer security
Going for gold : Au I ‐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 CC bond. Z=C(CO 2 Me) 2 , NTs; R=H, Me, i Pr.