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Article Abstract
The first asymmetric total synthesis of the anti-inflammatory polyketides asperones A () and B () has been accomplished. Key synthetic steps include a Diels-Alder and retro-Diels-Alder cascade to construct the poly substituted phenol, an Al-Salen-catalyzed asymmetric cyanosilylation to form the tertiary alcohol of gregatin A, and an organocatalyzed intermolecular [5 + 2] cycloaddition of -quinone with electron-deficient alkenes to build the crucial [3.2.1] octane core of asperones A () and B ().
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