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The absolute configuration of the fungal anthraquinone (+)-austrocorticin 1 is established as (R) by synthesis of its antipode 5 from (S)-(–)-but-3-yn-2-ol via a Diels–Alder reaction involving the highly functionalised, chiral butadiene 6. Similarly, austrocorticinic acid is made available from but-1-yne.
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Cotterill et al. (1994) studied this question.
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