Publication | Closed Access
Asymmetric Total Synthesis of Hispidanin A
17
Citations
55
References
2017
Year
Bioorganic ChemistryEngineeringOrganic ChemistryChemistryHispidanin AHeterocycle ChemistryBiosynthesisCross-coupling ReactionDerivativesBiochemistryDiversity-oriented SynthesisCatalysisLabdane‐type DieneNatural Product SynthesisBiomolecular EngineeringRoom TemperatureAlkene MetathesisNatural SciencesDimeric DiterpenoidSynthetic Chemistry
Abstract Asymmetric total synthesis of the dimeric diterpenoid hispidanin A was accomplished by non‐catalytic Diels–Alder cycloaddition at room temperature. The synthesis relies on iron‐catalyzed coupling to construct a Z ‐configured trisubstituted alkene, an iron‐catalyzed radical cascade to generate a labdane‐type diene, and both Yamamoto cationic polyene cyclization and palladium‐catalyzed Stille coupling to generate a totarane‐type dienophile.
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