Publication | Closed Access
A Concise Total Synthesis of (±)‐Mamanuthaquinone by Using an <i>exo</i>‐Diels–Alder Reaction
53
Citations
17
References
1994
Year
Natural Product SynthesisEngineeringHeterocyclicHigh Exo SelectivityMedicineDrug DiscoverySteric FactorsOrganic ChemistryBulky Aryl GroupHeterocycle ChemistryPharmacologySynthetic ChemistryBiomolecular EngineeringConcise Total Synthesis
Only eight steps are required to synthesize the cytotoxic title compound 1 thanks to the unexpectedly high exo selectivity in the key step. This selectivity can most likely be attributed to steric factors; the diene contains a geminal dimethyl group, the dienophile a bulky aryl group.
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