Publication | Open Access
A Novel Approach to Quaternary Substituted Chiral Cyclobutanes. A Formal Enantioselective Total Synthesis of 1,3-Dioxole Pheromone, (-)-Frontalin
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1991
Year
EngineeringHeterocyclic1,3-Dioxole PheromoneNatural SciencesDiversity-oriented SynthesisNovel ApproachOrganic ChemistryStereoselective SynthesisChemistryConcerted Ring ExpansionChiral CyclobutanonePharmacologyAsymmetric CatalysisChiral Cyclopropyl EpoxideEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
A novel synthesis of the quaternary substituted chiral cyclobutanone (9) was achieved by the concerted ring expansion of the chiral cyclopropyl epoxide (8) which lead to a formal total synthesis of (-)-frontalin (14)