475571-47-2Relevant academic research and scientific papers
Novel ring chemistry of vitamin B6 with singlet oxygen and an activated ene: Isolated products and identified intermediates suggesting an operable [3 + 2] cycloaddition
Samuel, David,Norrell, Kirsten,Hilmey, David G.
, p. 7278 - 7281 (2012)
Pyridoxine reaction with 1O2 in aqueous solution at neutral pH resulted in oxidation at the 2- and 6-positions of the pyridine ring and unprecedented ring contraction. Kinetic and low temperature studies provided observable intermediates by NMR spectroscopy. In addition, novel cycloaddition between pyridoxine and N-methylmaleimide, without N-alkylation and in water, suggest a common [3 + 2] cycloaddition with the 3-hydroxypyridine ring.
