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A silyl derivative of (2R,3R,4S)-3-hydroxy-2,4,6-trimethylheptanoic acid, a moiety present in the cyclic depsipeptide callipeltin A, was successfully synthesized from l-valine in nine steps using the Heathcock variant of the Evans aldol reaction.
A new strategy for the synthesis of peptide aldehydes on solid support is presented. Reaction of a N-protected α-amino aldehyde with MBHA-supported Wittig ou Wittig-Horner reagent yielded resin-linked α-β-unsaturated δ-amino derivative. After elongation of the peptide chain, ozonolysis produced fairly pure C-terminal peptide aldehydes in good yield.
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