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Synthesis of 5‐/10‐Membered Ring Analogues of the Dienediyne Core of Neocarzinostatine Chromophore by Palladium(0)‐Mediated Ring‐Closure Reaction
20
Citations
51
References
1996
Year
Medicinal ChemistryNeocarzinostatine ChromophoreEngineeringNew Dienediynes 5Phenanthrenes 23AHeterocyclicNatural SciencesEnol TriflateOrganic ChemistryDienediyne CoreChemistryHeterocycle ChemistryPharmacologyRing‐closure ReactionSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
Abstract The new dienediynes 5 , 6 , and 7 were synthesised from a monoprotected diyne and an already described bis(enol triflate) 4 derived from formylcyclopentanone. When 5 and 6 were subjected to nucleophilic attack by a thiol, cycloaromatisation occurred, and the phenanthrenes 23a and 23b were obtained in 30 and 42% yield, respectively.
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