Electroorganic chemistry. 31. Reductive cyclization of nonconjugated olefinic ketones to cyclic tertiary alcohols

T Shono, I Nishiguchi, H Ohmizu…

Index: Shono,T. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 545 - 550

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Citation Number: 117

Abstract

Abstract: The electroreduction of a series of nonconjugated olefinic ketones in a mixed solvent of methanol and dioxane or in N, N-dimethylformamide gave intramolecular cycloaddition products, namely, cis-l, 2-dialkyl alicyclic tertiary alcohols, in excellent yields. This reductive cyclization showed remarkable regio-and stereoselectivities, in which the reaction always took place between the inner carbon atom of the double bond and the ...

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