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Creators/Authors contains: "Elbatrawi, Yassin M."

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  1. ; ; ; ; (, Organic Letters)
    Free, publicly-accessible full text available November 22, 2025
  2. ; ; ; ; ; ; (, Organic Letters)
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  3. ; ; (, Synlett)
    Abstract We report an asymmetric synthesis of the (3R,5R)-γ-hydroxypiperazic acid (γ-OHPiz) residue encountered in several bioactive nonribosomal peptides. Our strategy relies on a diastereoselective enolate hydroxylation reaction and electrophilic N-amination to provide the acyclic γ-OHPiz precursor. This orthogonally protected α-hydrazino acid intermediate is amenable to late-stage diazinane ring formation following incorporation into a peptide chain. We determined the N-terminal amide rotamer propensity of the γ-OHPiz residue and showed that the γ-OH substituent enhances trans-amide bias relative to piperazic acid. 
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  4. ; ; ; ; (, The Journal of Organic Chemistry)
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  5. ; ; (, Organic Letters)
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