J. Maslinskasolich et al., POLYADDITION OF 3,4-DIHYDRO-2,5-DIMETHYL-2H-PYRAN-2-CARBALDEHYDE BY METAL-COMPLEXES, Reactive & functional polymers, 26(1-3), 1995, pp. 35-41
The 3,4-dihydro-2,5-dimethyl-2H-pyran-2-carbaldehyde (methacrolein dim
er) 1 was oxidized at 20-60 degrees C with air in the presence of poly
meric Mn(II), Co(II) and Cu(II) complexes. The 3,4-dihydro-2,5-dimethy
l-2H-pyran-2-carboxylic acid 2 formed at the first stage of oxidation
undergoes self condensation with 1 to a monoester of hemiacetal 3. Gra
dual addition of hydroxyl groups of 3 to the vinyl-ether groups of 3 r
esulted in the formation of a mixture of cyclic oligo(acetal-esters) 5
(14-, 21- and 28-membered rings).