Synthesis of Orthogonally Protected S,S-2,6-Diaminopimelic Acid via Olefin Cross-Metathesis |
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Authors: | Ernest G Nolen Catherine J Fedorka Brooke Blicher |
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Institution: | Department of Chemistry , Colgate University , Hamilton , New York , USA |
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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. |
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Keywords: | Cross-metathesis diaminopimelic acid Grubbs catalyst |
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