ChemInform Abstract: New Design Concepts for Constraining Glycosylated Amino Acids.
Abstract
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ChemInform Abstract
Glycopeptides (VI) and (VII), representing the D- and L-serine configuration, are prepared through a convergent strategy involving the nucleophilic addition of alkyne (II) to the lactone (III) followed by deprotection to afford diol (IV). A one-pot partial reduction/spiroketalization reaction of diol (V) gives a product mixture containing at least two epimeric spiro compounds (V). Further transformations of this mixture afford the desired separable glycopeptides.