Palladium-Catalyzed Oxidative Allylic C−H Silylation

Palladium-catalyzed allylic C−H silylation was performed with use of hexamethyldisilane as the silyl source. These C−H functionalization reactions occur only in the presence of hypervalent iodine reagents or other strong oxidants and proceed with excellent regioselectivity, providing the linear ally...

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Bibliographic Details
Published in:Organic letters 2011-04, Vol.13 (7), p.1888-1891
Main Authors: Larsson, Johanna M, Zhao, Tony S. N, Szabó, Kálmán J
Format: Article
Language:English
Subjects:
allylic silane regioselective prepn
Chemistry
Kemi
NATURAL SCIENCES
NATURVETENSKAP
Organic chemistry
Organisk kemi
palladium catalyzed oxidative allylic carbon hydrogen bond silylation hexamethyldisilane
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Summary:Palladium-catalyzed allylic C−H silylation was performed with use of hexamethyldisilane as the silyl source. These C−H functionalization reactions occur only in the presence of hypervalent iodine reagents or other strong oxidants and proceed with excellent regioselectivity, providing the linear allylic isomer of the allylsilane products. In demonstrating the first oxidative allylic C−H silylation of alkenes, this study marks an important advance for the catalytic C−H functionalization method.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol200445b