The Journal of Organic Chemistry

Configurational stability of a cyclopropyl Grignard reagent containing a metalated 2-hydroxymethyl group

HG Richey Jr, LM Moses

Index: Richey, Herman G.; Moses, L. Meredith Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4013 - 4017

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Citation Number: 10

Abstract

Mixtures of cis-and trans-2-bromo-3-(hydroxymethyl)-l, l-dimethylcyclopropane were treated with methylmagnesium bromide to metalate the hydroxyl groups and then with magnesium to form metalated Grignard reagents. The compositions of produds obtained upon hydrolysis with D20 indicated that the metalated Grignard reagents in refluxing diethyl ether did not undergo signficant cis-trans isomerization. This work provides an example of the ...

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