Dj. Dixon et al., Highly cis- or trans-selective oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers, J CHEM S P1, (19), 1999, pp. 2665-2667
Low temperature Lewis acid catalysed oxygen to carbon rearrangements of ano
merically linked 6-substituted tetrahydropyranyl enol ethers lead to the co
rresponding trans-ketones in a highly diastereoselective manner, whereas at
higher temperatures the cis-ketones are formed with a high degree of selec
tivity under thermodynamic control.