Allylic Rearrangements. XVII. The Addition of the Butenyl Grignard Reagent to Diisopropyl Ketone

Abstract

Preceding studies have shown that the butenyl Grignard reagent reacts with carbon dioxide and simple aldehydes and ketones to give products corresponding exclusively to the secondary form of the Grignard reagent. In order to test the generality of the appearance of the methylvinylcarbinyl radical in the products obtained from the reaction of the butenyl Grignard reagent with carbonyl compounds, it was desirable to investigate other more complicated cases, particularly those where it might be expected that steric influences would not favor the introduction of a secondary group. In this paper we present results obtained from the reaction of diisopropyl ketone with butenylmagnesium halides.

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