Chemistry of cyclopropanols. VI. Cleavage by electrophilic halogen

CH DePuy, WC Arney Jr, D Gibson

Index: DePuy,C.H. et al. Journal of the American Chemical Society, 1968 , vol. 90, # 7 p. 1830 - 1840

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Citation Number: 29

Abstract

Abstract: It has been shown that both &, trans-and truns, trans-2, 3-dimethyl-l- phenylcyclopropanols and their corresponding acetates react stereospecifically with a variety of brominating agents to form bromo ketones with complete insersion of configuration at the site to which the bromine becomes attached. Thus the &, trans isomer gives only erythro-a-methyl-P-bromobutyrophenone and the trans, truns isomer gives exclusively the ...

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