Publication | Closed Access
Total Synthesis of Baccatin III and Taxol
429
Citations
38
References
1996
Year
Diversity Oriented SynthesisBioorganic ChemistryEngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisTitled CompoundsTotal SynthesisOrganic ChemistryIntramolecular Heck ReactionHeterocycle ChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
An intramolecular Heck reaction (90 → 91) serves as the key step in the total synthesis of the titled compounds. The synthetic route is based on utilizing the Wieland−Miescher ketone (5) as a matrix to provide the C and D rings of the targets and to provide functionality implements for joining this sector to an A ring precursor (6). Catalytically induced enantiotopic control and early emplacement of the oxetane are other features of the route.
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