The Journal of Organic Chemistry

Oxidative rearrangements of tertiary cyclopropylcarbinols leading to. beta.,. gamma.-unsaturated ketones. A simple approach to 1, 4-carbonyl transposition

E Wada, M Okawara, T Nakai

Index: Wada,E. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 2952 - 2954

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Citation Number: 19

Abstract

Summary: Oxidation of tertiary 2-alkylcyclopropylcarbinols with pyridinium chlorochromate results in oxidative homoallylic rearrangement to the corresponding@, y-unsaturated ketones, making the overall process a synthetically useful method for 1, Ccarbonyl transposition. Sir: Recent communications' have described the direct oxidation of tertiary allylic alcohols with pyridinium chlorochromate (PCC) 2 yielding the corresponding a,@- ...