Evaluation of 1, 3-diaxial steric hindrance to proton abstraction alpha to carbonyl groups

…, JM Dostal, JD Trometer, TA Spencer

文献索引：Gula, M. J.; Vitale, D. E.; Dostal, J. M.; Trometer, J. D.; Spencer, T. A. Journal of the American Chemical Society, 1988 , vol. 110, # 13 p. 4400 - 4405

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被引用次数: 10

摘要

Abstract: An assessment of the magnitude of steric hindrance by axial substituents to abstraction of syn-axial protons alpha to carbonyl groups in trans-fused decalones has been made by a comparison of the rates of reactions of beta acetoxy ketones 7, 4, 8, and 9 to form enones 18, 5, 26, and 27, respectively, in the presence of four bases (hydroxide ion, morpholine, N-methylmorpholine, and N-ethylmorpholine). For all the reactions of 7 and 4, ...