Journal
SYNLETT
Volume -, Issue 4, Pages 714-716Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2004-817770
Keywords
serine azido esters; Weinreb amide; Mitsunobu reaction; azido aldehyde; LiOH-H2O2; hydrolysis; Fmoc group
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We report a new synthetic methodology for the synthesis of chiral serine azido derivatives through a conversion of N-protected (Boc, Cbz and Fmoc) serine amino acid into its corresponding Weinreb amide. Thus, acidity of the alpha-proton of the serine is reduced and it allows nucleophilic addition reaction onto Weinreb amide to furnish chiral serine azido derivatives.
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