Zinc Metal-Promoted Stereoselective Olefination of Aldehydes and Ketones with gem-Dichloro Compounds in the Presence of Chlorotrimethylsilane.

…, M Mihara, S Nishihama, I Nishiguchi

Index: Ishino, Yoshio; Mihara, Masatoshi; Nishihama, Shintaro; Nishiguchi, Ikuzou Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 11 p. 2669 - 2672

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Citation Number: 30

Abstract

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 ...