Synthesis of (+)-(1S,2R) and (−)-(1R,2S)-2-aminocyclobutane-1-carboxylic acids |
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Authors: | Christine Gauzy |
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Institution: | Laboratoire SEESIB-CNRS, Département de Chimie, Université Blaise Pascal, Clermont-Ferrand II, 24 Avenue des Landais, 63177 Aubière cedex, France |
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Abstract: | (+)-(1S,2R) and (−)-(1R,2S)-2-aminocyclobutane-1-carboxylic acids have been prepared in >97% ee and in 33% and 20% overall yields starting from a single, chiral, bicyclic compound perceived as a chiral uracil equivalent. Construction of the cyclobutane ring is achieved via a 2+2] photocycloaddition reaction of this chiral precursor with ethylene. |
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Keywords: | β-Amino acid Cyclobutane Stereoselective synthesis [2+2] Photocycloaddition reaction |
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