The Journal of Organic Chemistry · 1996 · 44 citations · 28 references
Natural SciencesChemistryMedicinal ChemistryInorganic ChemistryOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisArene FunctionalizationHeterocycle FunctionalizationHigh-dilution SynthesisTotal Synthesis-derived Analogues
A convergent formal total synthesis of OF 4949 III is described. Arene-ruthenium chemistry was used in the construction of the diaryl ether linkage in high yield, and cycloamidation under high dilution conditions (0.005 M) was achieved using DPPA as coupling reagent. SmI(2) was used to reductively remove the 2-iodoethyl ester protecting group in the presence of DMPU or HMPA.
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