The macrocyclic lactone (S)‐curvularin (10) and its enantiomer ent‐10 were prepared in an enantiodivergent manner from (S)‐methyl 7‐hydroxyoctanoate (4), which was easily obtained on two different ways. Esterification of 4 under either retention or inversion of the chiral centre gave the enantiomeric diesters 7 and ent‐7. Chemoselective cleavage of the methyl ester groups of these diesters followed by intramolecular acylation and O‐debenzylation gave the two enantiomers of curvularin.
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Bracher et al. (1997) studied this question.
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