Heterocyclic amines, Cope elimination reaction

Certain amine oxides, especially those derived from six-membered heterocyclic amines e.g. N-methylpiperidine oxide, that cannot go through a planar, five-membered transition state, do not undergo the Cope elimination reaction. 

Tertiary amines tend to give N-oxides directly and in high yield. The chemistry of heterocyclic N-oxides has been described by Katritzky.591 Thermal elimination of N-oxides is the basis of the classical Cope reaction, (sec. 2.9.C.ii).592... 

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See also in sourсe #XX -- [ ]

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