The asymmetric synthesis of 2S,3S- and 2R,3S-3-methyl-2-phenyl-1,4-benzodioxane from (–)-ephedrine is reported. Comparison of the c.d. curves of these compounds with those of the natural neolignans eusiderin and eusiderin C allows the assignment of 2R,3R configuration to eusiderin and of 2R,3S configuration to eusiderin C and eusiderin D.
A. Arnoldi and L. Merlini, J. Chem. Soc., Perkin Trans. 1, 1985, 2555 DOI: 10.1039/P19850002555
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