The Journal of Organic Chemistry

Michael Type Additions with Nitroparaffins. 1 A Convenient Route to Nitrocyclohexanols

H FEUER, R HARMETZ

Index: Feuer,H.; Harmetz,R. Journal of Organic Chemistry, 1961 , vol. 26, p. 1061 - 1072

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Citation Number: 12

Abstract

Primary nitroparafhs condense with phenyl vinyl ketone to afford monoaddition adducts. Treatment of these products with an additional equivalent of phenyl vinyl ketone yields predominantly the expected diadducts. Strong bases such as ethoxide and hydroxide cause cyclization of the initial reaction products to form substituted cyclohexanols providing a convenient synthetic route to these structures. When this Michael type reaction is applied ...