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Divergent Mechanisms for the Skeletal Rearrangement and [2+2] Cycloaddition of Enynes Catalyzed by Gold
Author(s) -
NietoOberhuber Cristina,
López Salomé,
Muñoz M. Paz,
Cárdenas Diego J.,
Buñuel Elena,
Nevado Cristina,
Echavarren Antonio M.
Publication year - 2005
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.200501937
Subject(s) - chemistry , nucleophile , alkene , reductive elimination , cycloaddition , alkyne , catalysis , stereochemistry , ring (chemistry) , organic chemistry
Support for the direct route : That cyclobutenes are not necessary intermediates in the skeletal rearrangement of enynes is supported by DFT calculations and kinetic studies. Cyclobutenes may arise from the corresponding syn ‐cyclopropylgold( I ) carbenes (see scheme).
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