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Gold(I)‐ and Gold(III)‐Catalyzed Cycloisomerization of Allenynes: A Remarkable Halide Effect
Author(s) -
Lemière Gilles,
Gandon Vincent,
Agenet Nicolas,
Goddard JeanPhilippe,
de Kozak Ariel,
Aubert Corinne,
Fensterbank Louis,
Malacria Max
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.200602189
Subject(s) - cycloisomerization , halide , catalysis , chemistry , inorganic chemistry , organic chemistry
Chloride ligands are crucial in the gold‐catalyzed cycloisomerization of allenynes to give hydrindienes such as 1 , which are formally products of CH activation and formed completely selectively over the usual Alder‐ene products ( 2 ; see scheme). This effect could be rationalized by a DFT study that sheds new light on the electrophilic metal‐catalyzed cycloisomerization of polyunsaturated systems.