One-pot inversion of d-mannono-1,4-lactone for the practical synthesis of l-ribose |
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Authors: | Myung Joon SeoJoungho An Jae Hak ShimGuncheol Kim |
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Affiliation: | a HanChem Co., Ltd, Jeonmin Dong, Yusung Gu, Daejeon 305-390, Republic of Korea b Department of Chemistry, College of Natural Sciences, Chungnam National University, Daejon 305-764, Republic of Korea |
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Abstract: | l-Ribose was synthesized in a concise manner from d-mannono-1,4-lactone using one-pot inversion conditions. Treatment of d-mannono-1,4-lactone with piperidine, followed by mesylation-induced SN2-type O-alkylation, afforded the desired one-pot inversion in an optimum yield, and the following straightforward transformations provided l-ribose in good yields. |
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Keywords: | smallcaps" >l-ribose inversion smallcaps" >d-mannono-1,4-lactone |
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