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The fluoride-labile anchoring of a galactosylamine enabled the first stereoselective solid-phase combinatorial synthesis of didehydropiperidinones 1. The piperidine derivatives formed by asymmetric domino Mannich–Michael condensation at ambient temperature were isolated after cleavage from the polymeric support in high yield, diastereomeric ratio, and purity (Piv=pivaloyl=tBuCO).
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Zech et al. (2003) studied this question.
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