Angewandte Chemie International Edition in English · 1995 · 31 citations · 16 references
PharmacyChemistryMedicinal ChemistrySynthetic Medicinal ChemistryMacrocycle SynthesisRetrosynthetic AnalysisChiral Intermediate ProductionHeck ReactionMolecular Hybrids
Despite strong repulsion between the methyl groups, the intramolecular Heck reaction of cyclohexenyl trifluoromethanesulfonate 1, available from 5-α-cholestan-3-one, proceeds in 50% yield. The product of the Heck reaction can be converted in a few subsequent steps into the cholesterol-baccatin III hybrid 2.
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