Synthesis and stereochemistry of some new chiral spiro-1,3-dioxanes

Article abstract of DOI:10.1016/S0040-4020(97)00278-0

The stereoisomerism of some spiro-1,3-dioxanes obtained from chiral 1,3-diols or chiral substituted cyclohexanones is discussed on the basis of the helical chirality of the 1,5-dioxaspiro[5,5]undecane skeleton and of the data of conformational analysis. The influence of the flexibility of the rings on the representative number of isomers and on their NMR spectra is commented. The compositions of the stereoisomers (diastereoisomers and enantiomers) of some representative compounds have been determined by gas chromatography using chiral columns.