Regiochemistry of mercury(II) oxide oxidation of unsymmetrical N,N-disubstituted hydroxylamines

DOI: 10.1016/0040-4020(96)00904-0

Source and publish data:

Tetrahedron p. 14917 - 14928 (1996)

Update date:2022-08-05

Topics: Oxidation Regiochemistry Unsymmetrical Hydroxylamines n,n-disubstituted

Authors:

Ali, Sk. Asrof

Hashmi, S. M. Azhar

Siddiqui, Mohammad N.

Wazeer, Mohammed I. M.

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Article abstract of DOI:10.1016/0040-4020(96)00904-0

Mercury(II) oxide oxidation of N,N-disubstituted hydroxylamines with the α and α' carbon atoms containing one and two hydrogen atoms, respectively, gave aldonitrones in a highly regioselective manner. Removal of the α proton is involved in the rate determining step as shown by primary kinetic isotope effect.

Full text of DOI:10.1016/0040-4020(96)00904-0

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