Bulletin of the Chemical Society of Japan p. 2669 - 2672 (1998)
Update date:2022-08-02
Topics:
Ishino, Yoshio
Mihara, Masatoshi
Nishihama, Shintaro
Nishiguchi, Ikuzou
A combination of zinc metal and a catalytic amount of chlorotrimethylsilane has been found to promote the transformation of various aldehydes and ketones with gem-dichloro compounds, such as benzylidene dichloride (1a) and methyl dichloroacetate (1b), to the corresponding cross- coupling products, such as substituted styrene 3 and methyl acrylates 4 derivatives, under mild reaction conditions in THF. The E-isomer of the corresponding alkenes was obtained stereoselectively in good-to-excellent yields. The reaction serves as a very convenient one-pot procedure.
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