The Journal of Organic Chemistry · 2005 · 41 citations · 24 references
PharmacyChemistryMedicinal ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisMacrocycle SynthesisRetrosynthetic AnalysisAsymmetric Heterocycle SynthesisEnamine ChemistryMedicinal HeterocyclesRing-closing Metathesis
An efficient synthesis of valienamine is described. Valienamine was synthesized starting from commercially available 2,3,4,6-tetra-O-benzyl-D-glucose in nine steps, using ring-closing metathesis of (4S,5S,6S)-4,5,6-tribenzyloxy-7-(benzyloxymethyl)octa-1,7-dien-3-ol as a key step.
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