North–South divide: An efficient synthesis of the entire C1–C26 (northern) portion of azaspiracid-1 is disclosed (see picture). Key transformations include the formation of a bis-spiroketal, the oxidation of a sulfone at C10 to form a β,γ-unsaturated ketone, a tandem Wadsworth–Emmons/hetero-Michael addition to construct ring D, and the highly selective hydroxylation at C20.
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Zhou et al. (2006) studied this question.
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