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Synthesis and reduction of α-amino ketones derived from leucine
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1986
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Bioorganic ChemistryBiochemistryα-Amino KetonesNatural SciencesDiversity-oriented SynthesisOrganic Chemistryα-Amino AlcoholsStereoselective SynthesisPharmacologyNew α-Amino KetonesSynthetic ChemistryEnantioselective SynthesisNatural Product Synthesis
New α-amino ketones (5) derived from leucine have been synthesized by reaction of organometallics on N-methoxy-N-methylamide (4). The stereoselectivity of reduction of the α-amino ketones (5) was studied. The stereochemistry of the resulting α-amino alcohols (6) was established by transforming them into the oxazolidinones (8) by means of a new procedure.