Synthesis of Chiral beta 3-aminoxy peptides |
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Authors: | Yang Dan Zhang Yu-Hui Li Bing Zhang Dan-Wei |
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Institution: | Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China. yangdan@hku.hk |
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Abstract: | A series of chiral beta(3)-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral alpha-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of beta-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral beta(3)-aminoxy acids with nonproteinaceous side chains. The oligomers of beta(3)-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent. |
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