The Journal of Organic Chemistry · 2007 · 33 citations · 6 references
Bioorganic ChemistryEngineeringOrganic ChemistryChemistryMedicinal ChemistryDiversity Oriented SynthesisCycloaddition StepBiochemistryDiversity-oriented SynthesisTotal SynthesisCatalysisSynthesis MethodPharmacologyNatural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringAntifungal Agent5-Step Total SynthesisNatural Sciences-Lapatin BSynthetic Chemistry
A 5-step total synthesis of microfungal alkaloid (+/-)-lapatin B has been accomplished via a key 2-aza-Diels-Alder reaction. Brønsted acids catalyze the cycloaddition step and provide improved exo selectivity. This synthetic route has been applied to the construction of related spiro-quinazoline structures.
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