The reaction of cis-2-phenyl-1,3-dioxan-5-ol with triphenyl phosphine and carbon tetrabromide gives a mixture of diastereomeric 2-phenyl-4-bromomethyl-1,3-dioxolans, whereas only trans-2-phenyl-5-bromo-1,3-dioxan is obtained from the reaction of cis-2-phenyl-1,3-dioxan-5-yl p-toluenesulphonate with lithium bromide.
R. Aneja and A. P. Davies, J. Chem. Soc., Chem. Commun., 1972, 722 DOI: 10.1039/C39720000722
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