Publication | Closed Access
Synthesis of (-)-Lepadiformine
11
Citations
0
References
2006
Year
Bioorganic ChemistryBiochemistryNew Contiguous StereocentersSubstrate-controlled Ireland-claisen RearrangementNatural SciencesMedicineAntiparasitic AgentClavelina LepidaformaStereoselective SynthesisPharmacologyPharmaceutical ChemistrySynthetic ChemistryDrug DiscoveryNatural Product Synthesis
Isolated from Clavelina lepidaforma, the perhydropyrrolo[2,1-j]quinolone alkaloid (-)-lepadiformine displays cytotoxic activity and cardiovascular effects. Noteworthy in this synthesis is the use of a substrate-controlled Ireland-Claisen rearrangement to create two new contiguous stereocenters.