The Journal of Organic Chemistry

Synthetic methods and reactions. 35. Regioselective oxidation of alkyl (cycloalkyl) methyl ethers to carbonyl compounds with nitronium tetrafluoroborate

TL Ho, GA Olah

Index: Ho,T.L.; Olah,G.A. Journal of Organic Chemistry, 1977 , vol. 42, p. 3097 - 3098

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Citation Number: 20

Abstract

-0.2 0.0 0.2 0.4 0.6 U Figure 1. Log k vs. a for N,N'-di-pX-benzoyl-N,N'-dibenzylox- yhydrazines in chloroform at 30.1 f 0.1 "C, p = -0.47. ... -0.2 0.0 0.2 0.4 0.6 a Figure 2. Log k vs. u for N,N'-diacetyl-N,N'-di-pX-benzyloxyhy- drazines in chloroform at 59.4 f 0.3 "C, p = 0.22. ... Electron-donating: substituents on R in 3b with electron- withdrawing substituents on R' in 3c were found to accelerate the rates of reaction. Plots of log k vs. (Figures 1 and 2) for the ...