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Synthesis of Orthogonally Protected S,S-2,6-Diaminopimelic Acid via Olefin Cross-Metathesis
Authors:Ernest G Nolen  Catherine J Fedorka  Brooke Blicher
Institution:Department of Chemistry , Colgate University , Hamilton , New York , USA
Abstract:A short synthesis of orthogonally protected S,S-diaminopimelic acid, DAP, via a selective cross-metathesis between S-allyl glycine and S-vinyl glycine followed by hydrogenation is reported. By analogy, the S,S-diaminosuberic acid, DAS, is produced by self-metathesis of S-allyl glycine, and the self-metathesis of S-vinyl glycine is described.
Keywords:Cross-metathesis  diaminopimelic acid  Grubbs catalyst
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