Journal of the American Chemical Society

Carbocationic rearrangements originating from the 2-tert-butyl-2-adamantyl system

JA Saba, JL Fry

Index: Saba; Fry Journal of the American Chemical Society, 1983 , vol. 105, # 3 p. 533 - 537

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Citation Number: 10

Abstract

Abstract: The nature of carbocationic species (C14H2,+) related to the 2-tert-butyl-2- adamantyl cation (3) has been explored by trapping and isotope-labeling experiments and by spectroscopic studies under stable ion conditions. Treatment of either 2-tert-butyl-2- adamantanol (1) or 2-isopropenyl-2-methyladamantane (2) with acid in the presence of a reducing agent (HI or tri-n-hexylsilane) yielded 2-tert-butyladamantane (5) as the major or ...

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