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Ruthenium‐Catalyzed Synthesis of Functionalized Dienes from Propargylic Esters: Formal Cross‐Coupling of Two Carbenes
Author(s) -
VovardLe Bray Chloé,
Dérien Sylvie,
Dixneuf Pierre H.
Publication year - 2009
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.200805031
Subject(s) - ruthenium , carbene , chemistry , catalysis , stereoselectivity , conjugated system , coupling reaction , coupling (piping) , medicinal chemistry , combinatorial chemistry , organic chemistry , materials science , metallurgy , polymer
Cross‐coupling carbenes : The coupling of a propargylic ester with a diazoalkane in the presence of [RuCl(cod)Cp*] catalyst leads to the formation of functionalized conjugated dienes with high stereoselectivity. The reaction involves the cross‐coupling of a vinylcarbene fragment, arising from a ruthenium‐catalyzed propargylic ester rearrangement, with a diazoalkane carbene.