A formal synthesis of valiolamine from myo-inositol |
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Authors: | Rajendra C JagdhaneMysore S Shashidhar |
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Institution: | Division of Organic Chemistry, National Chemical Laboratory, Pashan Road, Pune-411 008, India |
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Abstract: | An efficient formal synthesis of racemic valiolamine starting from readily available myo-inositol is reported. In all the synthetic steps only one regioisomer is formed, which circumvents laborious purification of products. Regioselective benzylation of myo-inositol orthoformate, super-hydride mediated deoxygenation of a cyclitol derivative and stereoselective addition of dichloromethyllithium to an inosose are the key reactions in the synthesis. |
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Keywords: | Amino sugar Carbohydrate Cyclitol Natural product Inositol Valiolamine |
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