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• W2113706081 startingPage "1555" @default.
• W2113706081 abstract "An efficient protocol for the transformation of homochiral α-hydroxy-β-amino esters to their α-amino carbonyl components is presented. Diastereoselective conjugate addition of lithium (R)-N-benzyl-N-α-methylbenzylamide to a range of α,β-unsaturated esters and subsequent enolate hydroxylation with (1R)-(−)-(camphorsulfonyl)oxaziridine, followed by LiAlH4 reduction produces homochiral 3-amino 1,2-diols. Subsequent oxidative cleavage with H5IO6 provides N-benzyl-N-α-methylbenzyl protected α-amino aldehydes (96–98% d.e.) and ketones (88% d.e.). Further oxidation of the α-amino aldehydes with sodium chlorite and Pd-catalysed hydrogenation provides α-amino acids in 94–98% e.e." @default.
• W2113706081 created "2016-06-24" @default.
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• W2113706081 date "2002-08-01" @default.
• W2113706081 modified "2023-09-23" @default.
• W2113706081 title "Asymmetric synthesis of α-amino carbonyl derivatives using lithium (R)-N-benzyl-N-α-methylbenzylamide" @default.
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• W2113706081 doi "https://doi.org/10.1016/s0957-4166(02)00406-8" @default.
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