Oxidation of organic compounds with cerium (IV). VIII. Oxidation of bicyclo [2.2. 1]-2-heptanols and bicyclo [2.2. 2]-2-octanol

WS Trahanovsky, PJ Flash…

Index: Trahanovsky,W.S. et al. Journal of the American Chemical Society, 1969 , vol. 91, # 18 p. 5068 - 5072

Full Text: HTML

Citation Number: 34

Abstract

Abstract: It is reported that oxidation of either em-or endo-2-norbornanol with 2 equiv of ceric ammonium nitrate in 50% aqueous acetonitrile at 50'gave three major products, 3-and 4- cyclopenteneacetaldehydes and 3-ni-tratocyclopentaneacetaldehyde. Oxidation of bicyclo [2.2. 21-2-octanol under these conditions was found to give 4-~ yclohexeneacetaldehyde, and cis-and trans-4-nitratocyclohexaneacetaldehydes. Structure proofs for these products ...

Related Articles:

Model Studies on the Synthesis of Madangamine Alkaloids. Assembly of the Macrocyclic Rings

[Proto, Stefano; Amat, Mercedes; Perez, Maria; Ballette, Roberto; Romagnoli, Federica; Mancinelli, Andrea; Bosch, Joan Organic Letters, 2012 , vol. 14, # 15 p. 3916 - 3919]

Oxidative cleavage of silicon-carbon bonds in organosilicon fluorides to alcohols

[Tamao, K.; Kakui, T.; Akita, M.; Iwahara, T.; Kanatani, R.; et al. Tetrahedron, 1983 , vol. 39, # 6 p. 983 - 990]

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

[Yadav, Veejendra; Fallis, Alex G. Canadian Journal of Chemistry, 1991 , vol. 69, # 5 p. 779 - 789]

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

[Yadav, Veejendra; Fallis, Alex G. Canadian Journal of Chemistry, 1991 , vol. 69, # 5 p. 779 - 789]

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

[Yadav, Veejendra; Fallis, Alex G. Canadian Journal of Chemistry, 1991 , vol. 69, # 5 p. 779 - 789]

More Articles...