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A Short Total Synthesis of Kuehneromycin A
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2000
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BiosynthesisEngineeringBiochemistryNatural SciencesNew VariantDiversity-oriented SynthesisReverse TranscriptaseMolecular BiologyNatural Product BiosynthesisSynthetic ChemistryShort Total SynthesisPharmacologyNew ProtocolBiomolecular EngineeringNatural Product Synthesis
Only eleven steps were needed to synthesize kuehneromycin A (1) which inhibits reverse transcriptase (see picture). Key steps are a new variant of the Baylis–Hillman reaction, an endo-selective intramolecular Diels–Alder reaction, and a new protocol for the Parikh–Doering oxidation. TBDPS=tert-butyldiphenylsilyl.