The stereoselective conversion of naturally occurring optically active cyclitol, l-quebrachitol (2), into antifungal (E)-β-methoxyacrylate, oudemansin X is described. This synthesis fully confirmed the proposed absolute configuration of the antibiotic and revealed the usefulness of 2 as a versatile chiral pool.
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Chida et al. (1992) studied this question.
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