Silanol: A Traceless Directing Group for Pd-Catalyzed o-Alkenylation of Phenols

A silanol-directed, Pd(II)-catalyzed C–H alkenylation of phenols is reported. This work features silanol, as a novel traceless directing group, and a directed o-C–H alkenylation of phenols. This new method allows for efficient synthesis of diverse alkenylated phenols, including an estrone derivative...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2011-08, Vol.133 (32), p.12406-12409
Main Authors: Huang, Chunhui, Chattopadhyay, Buddhadeb, Gevorgyan, Vladimir
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
Catalysis
Palladium - chemistry
Phenols - chemical synthesis
Phenols - chemistry
Silanes - chemical synthesis
Silanes - chemistry
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Summary:A silanol-directed, Pd(II)-catalyzed C–H alkenylation of phenols is reported. This work features silanol, as a novel traceless directing group, and a directed o-C–H alkenylation of phenols. This new method allows for efficient synthesis of diverse alkenylated phenols, including an estrone derivative.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja204924j