A stereoselective synthesis of (2R,3S)-2-amino-3,4-dihydroxybutyric acid using an ether directed aza-Claisen rearrangement |
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| Authors: | Michael D. Swift |
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| Affiliation: | WestChem, Department of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, UK |
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| Abstract: | ![]()
A new approach for the stereoselective synthesis of (2R,3S)-2-amino-3,4-dihydroxybutyric acid, an α-amino acid from Lyophyllum ulmarium, has been accomplished using an ether directed aza-Claisen rearrangement. On investigation of optimal conditions for this key step it was shown for the first time that Au(I) can be used to catalyse this transformation. |
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| Keywords: | β-Hydroxy-α-amino acid Natural product Rearrangement Stereoselective synthesis Palladium catalysis |
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