Bulletin of the Chemical Society of Japan

Cathodic addition of benzylidyne trichloride to ketones and aldehydes.

M Steiniger, HJ Schäfer

文献索引：Steiniger, Michael; Schaefer, Hans J. Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 1 p. 125 - 132

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被引用次数: 7

摘要

Ketones are converted to homologated enones 7a–g in good yields by cathodic addition of benzylidyne trichloride (1d). As intermediates α-chlorooxiranes 6 are assumed, which rearrange via α-keto carbenium ions 9 to enones. The intermediacy of 9 is supported by the addition of 1d to norcamphor, where the products indicate equilibrating norbornyl cations as intermediates. α, β-Unsaturated ketones lead depending on steric shielding of the double ...