The stereochemistry pf some new spiro-1,3-dioxanes exhibiting axial and hel
ical chirality was investigated using NMR methods. The compounds display se
miflexible or anancomeric structures in correlation with the number and typ
e of substituents located on the rings. The influence of the chirality of t
he spiro skeleton was revealed by the diastereotopicity of protons and carb
on atoms.