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

Young, William G. and Roberts, John D. (1945) Allylic Rearrangements. XVII. The Addition of the Butenyl Grignard Reagent to Diisopropyl Ketone. Journal of the American Chemical Society, 67 (2). pp. 319-321. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20150930-135824321

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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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http://dx.doi.org/10.1021/ja01218a050DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01218a050PublisherArticle
Additional Information:© 1944 American Chemical Society. Received November 27, 1944. Presented before the Division of Organic Chemistry at the New York meeting of the American Chemical Society, September, 1944. [John D. Roberts] Abbott Laboratories Research Fellow, 1943-1944.
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Record Number:CaltechAUTHORS:20150930-135824321
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150930-135824321
Official Citation:Allylic Rearrangements. XVII. The Addition of the Butenyl Grignard Reagent to Diisopropyl Ketone William G. Young and John D. Roberts Journal of the American Chemical Society 1945 67 (2), 319-321 DOI: 10.1021/ja01218a050
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ID Code:60636
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:30 Sep 2015 22:23
Last Modified:13 Feb 2019 18:03

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