The stereochemistry of 1,10-epoxy-8α-hydroxyachillin (2a) has been established on the basis of its chemical transformation into 8α-acetoxy-1,10β-epoxy-3,4-dihydroachillin (7b), together with the indirect conversion of 8α-acetoxyachillin (3a) into the 8α-acetoxy-1,10β- and -α-epoxy-3,4-dihydroachillins (7b) and (7a). The structure of the latter compound has been determined by X-ray analysis.
I. G. Collado, F. A. Macías, G. M. Massanet and F. R. Luis, J. Chem. Soc., Perkin Trans. 1, 1987, 1641 DOI: 10.1039/P19870001641
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