Desymmetrization of glycerol derivatives with peptide-based acylation catalysts |
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Authors: | Lewis Chad A Sculimbrene Bianca R Xu Yingju Miller Scott J |
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Affiliation: | Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA. |
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Abstract: | [reaction: see text] Nucleophile-loaded peptides have been evaluated as catalysts for the desymmetrization of glycerol derivatives through an enantioselective acylation process. Enantiomeric excesses of up to 97% have been obtained for the monoacylated products. A range of other substrates have been examined that shed light on the mechanistic basis of the desymmetrizations. |
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