Sugar amino acids at the anomeric position of carbohydrates: synthesis of spirocyclic amino acids of 6-deoxy-l-lyxofuranose |
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Institution: | 1. Department of Chemistry, Chonnam National University, 300 Yongbong-dong, Buk-gu, Gwangju 500-757, Republic of Korea;2. Department of Chemistry, Chungbuk National University, 52 Naesudong-ro, Heungdeok-gu, Cheongju, Chungbuk 361-763, Republic of Korea |
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Abstract: | Two anomeric spirodiketopiperazines and one spirohydantoin of 6-deoxy-l-lyxofuranose have been prepared from l-fucono-δ-lactone via ring contraction to the corresponding tetrahydrofuran carboxylate and anomeric functionalization including regioselective bromination and azide displacement. |
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