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Gold‐Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides
Author(s) -
Huang Xueliang,
Peng Bo,
Luparia Marco,
Gomes Luis F. R.,
Veiros Luís F.,
Maulide Nuno
Publication year - 2012
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.201203637
Subject(s) - sulfonium , ylide , sulfur , reactivity (psychology) , catalysis , chemistry , organic chemistry , combinatorial chemistry , medicine , salt (chemistry) , alternative medicine , pathology
A golden switch : Doubly stabilized sulfonium ylides can be coupled with alkynes in a gold‐catalyzed synthesis of heterocycles. This method hinges on a switch in the reactivity of the sulfur ylide resulting from the simple modification of the electron‐withdrawing moieties and leads to either furans or furanones bearing a quaternary center (see scheme).
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