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Synfacts 2008(11): 1199-1199
DOI: 10.1055/s-0028-1083465
DOI: 10.1055/s-0028-1083465
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Dehydrohalogenation of Alkyl Halides with Complementary Regioselectivity
Contributor(s):Paul Knochel, Tobias ThalerT. Kobayashi, H. Ohmiya, H. Yorimitsu*, K. Oshima*
Kyoto University, Japan
Cobalt-Catalyzed Regioselective Dehydrohalogenation of Alkyl Halides with Dimethylphenylsilylmethylmagnesium Chloride
J. Am. Chem. Soc. 2008, 130: 11276-11277
Kyoto University, Japan
Cobalt-Catalyzed Regioselective Dehydrohalogenation of Alkyl Halides with Dimethylphenylsilylmethylmagnesium Chloride
J. Am. Chem. Soc. 2008, 130: 11276-11277
Further Information
Publication History
Publication Date:
23 October 2008 (online)
Key words
cobalt catalysis - dehydrohalogena-tion -
Significance
This new Co-catalyzed dehydrohalogenation proceeds with excellent regioselectivity and mostly with good stereoselectivity. The Co-catalyzed dehydrohalogenation offers a complementary access to the introduction of double bonds, since it allows the formation of regioisomers that are not accessible via usual base-mediated elimination.
Comment
This method allows a novel, easy introduction of double bonds via dehydrohalogenation. The fact that regioisomers are obtained, which are different from those obtained with the common base-mediated elimination, makes it an important complementary synthetic tool.