Tandem addition-reduction. 22. 4-Alkenyl-1-methoxy-1, 4-cyclohexadienes by tandem addition-multistep reduction of alkenyl aldehydes and ketones. Synthesis of 4- …

JR Flisak, SS Hall

Index: Flisak, Joseph R.; Hall, Stan S. Journal of the American Chemical Society, 1990 , vol. 112, # 20 p. 7299 - 7305

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Abstract

Abstract: A series of Calkenyl-1 methoxy-1, 4-cyclohexadienes were prepared by a tandem addition-multistep reduction procedure. This one-pot process included the addition of 4- methoxyphenyllithium to alkenyl aldehydes and ketones, followed by multistep reduction of the intermediate benzyl alkoxides with lithium-ammoniaalcohol. Subsequent acid hydrolysis, selectively afforded the corresponding 4-alkenyl-3-cyclohexen-1-ones.