Abstract
Tha mutarotation of Z-D-arabinose oxime is subject to general acid and to specific base catalysis and is proposed to proceed by an addition–elimination pathway involving cyclic N-arabinosylhydroxylamine intermediates. It is suggested that general acid catalysis (Brönsted α 0.54) proceeds via a prior equilibrium proton transfer followed by a rate-determining reaction with conjugate base.
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