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Synthesis of Perhydrooxazinones from 2-Aza-3-Trimethylsilyloxy-1,3-Butadiene. A General Route to 3,3-Disubstituted-β-Hydroxy Acids
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1999
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Excellent Yields 6,6-Disubstituted-1,3-perhydro-oxazin-4-onesEngineeringGeneral Route3,3-Disubstituted-β-hydroxy AcidsCyclic KetonesOrganic Chemistry1-Phenyl-2-aza-3-trimethylsilyloxy-1,3-butadiene ReactsChemistryNatural Product SynthesisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
1-Phenyl-2-aza-3-trimethylsilyloxy-1,3-butadiene reacts with aliphatic, aromatic and cyclic ketones to give in good to excellent yields 6,6-disubstituted-1,3-perhydro-oxazin-4-ones which, in turn, have been readily converted into β-hydroxy carboxylic acids.