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- W2950898603 abstract "Abstract A range of the methyl glycosides of 2-deoxy-2-aminohexoses, comprising d -allosamine, d -mannosamine, d -idosamine and d -talosamine, were prepared from the corresponding d -aldopentoses via a seven step synthetic sequence. The doubly diastereoselective conjugate addition of the requisite antipode of lithium N-benzyl-N-(α-methylbenzyl)amide and in situ enolate oxidation with the requisite antipode of camphorsulfonyloxaziridine (CSO) was used as the key, stereodefining step. Sequential reduction of the resultant α-hydroxy-β-amino esters and oxidative cleavage of the C(1)–C(2) diol unit furnished the corresponding α-amino aldehydes. Subsequent N- and O-deprotection gave the target compounds (as mixtures of anomers) in good yield and high diastereoisomeric purity." @default.
- W2950898603 created "2019-06-27" @default.
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- W2950898603 date "2014-10-01" @default.
- W2950898603 modified "2023-09-24" @default.
- W2950898603 title "Asymmetric syntheses of the methyl glycosides of 2-deoxy-2-aminohexoses: d-allosamine, d-mannosamine, d-idosamine and d-talosamine" @default.
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- W2950898603 doi "https://doi.org/10.1016/j.tet.2014.06.019" @default.
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