The Journal of Organic Chemistry

Reduction of cyclic compounds having nitrogen-oxygen linkage by dihydrolipoamide-iron (II)

M Kijima, Y Nambu, T Endo

Index: Kijima, Masashi; Nambu, Yoko; Endo, Takeshi Journal of Organic Chemistry, 1985 , vol. 50, # 7 p. 1140 - 1142

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Citation Number: 21

Abstract

Summary Analysis of the inversion barriers of cyclopentyl, cyclohexyl, and cycloheptyl radicals suggest that they are closely related to those of their parent hydrocarbons. In the fiveand seven-membered rings the 8-hydrogens are magnetically inequivalent in pairs but can be “exchanged “by a mechanism which probably involves pseudorotation. Like its parent hydrocarbon, the six-membered ring can only achieve such an exchange by a true ...