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On the Nature of the Reactive Intermediates in Gold‐Catalyzed Cycloisomerization Reactions
Author(s) -
Fürstner Alois,
Morency Louis
Publication year - 2008
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.200800934
Subject(s) - cycloisomerization , polyene , carbocation , cationic polymerization , chemistry , catalysis , ligand (biochemistry) , reactive intermediate , stereoselectivity , combinatorial chemistry , organic chemistry , biochemistry , receptor
A gold rush : The Stork–Eschenmoser postulate explaining the course and stereoselectivity of cationic polyene cyclization reactions also holds true for cycloisomerization reactions catalyzed by gold. This result suggests that the pertinent intermediates (see scheme) are more adequately described as gold‐ stabilized carbocations rather than as gold carbenes. E=COOMe, L=neutral ligand.