Organic Letters · 2013 · 58 citations · 50 references
Natural SciencesChemistryMedicinal ChemistryBioorganic ChemistryNatural Product BiosynthesisOrganic ChemistryHeterocyclic ChemistryOrganic SynthesisPhotochemical SynthesisPhotochemistryPlant Natural Product BiosynthesisRetrosynthetic AnalysisAromatic Compound BiosynthesisAromatic Ring ContractionNatural Product Functionalization
A protecting-group-free route to (-)-taiwaniaquinone F based on a ring contraction and subsequent aromatic oxidation of a sugiol derivative is reported. In addition, the first synthesis of (+)-taiwaniaquinol A is reported via short time exposure of (-)-taiwaniaquinone F to sunlight triggering a remote C-H functionalization. The hypothesis that the biogenesis of some methylenedioxy bridged natural products could proceed via similar nonenzymatic mechanisms is presented.
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An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis
Fernando Geu‐Flores, Nathaniel H. Sherden, Vincent Courdavault et al. · Nature · 2012 · 336 citations · Full text
Pharmacy, Biochemistry, Chemistry +15