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A directed aldol approach to (+)-milbemycin β<sub>3</sub>
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1987
Year
Medicinal ChemistryBiosynthesisBioorganic ChemistryEngineeringBiochemistryNatural Product SynthesisNatural SciencesDiversity-oriented SynthesisRational Drug DesignTotal SynthesisOrganic ChemistryDirected Aldol ApproachSulphone-based Olefination ReactionsPharmacologySynthetic ChemistryBiomolecular EngineeringDrug DiscoveryKey Steps
Key steps in a total synthesis of (+)-milbemycin β3are the construction of the 1,7-dioxaspiro[5.5]undecane (10) by a Lewis acid-catalysed intramolecular directed aldol reaction and the use of sulphone-based olefination reactions for the construction of the double bonds at C(10)–C(11) and C(14)–C(15)