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Palladium‐Catalyzed Intramolecular Iodine‐Transfer Reactions in the Presence of β‐Hydrogen Atoms
Author(s) -
Monks Brendan M.,
Cook Silas P.
Publication year - 2013
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.201308534
Subject(s) - palladium , intramolecular force , catalysis , iodine , hydrogen , photochemistry , chemistry , materials science , organic chemistry
Atom economy : A palladium‐catalyzed atom‐transfer reaction of secondary alkyl iodides is described. An intramolecular double insertion of an alkyne and olefin provides access to primary iodides possessing β‐hydrogen atoms. The process delivers these complex bicyclic homoallylic iodides with tetrasubstituted olefins from easily accessible aliphatic iodides. Different functional groups, including common heterocycles, are tolerated.