Abstract
Promotion by Lewis acid of the addition of some aryllithiums to a carbohydrate-based imine, which has allowed a more facile synthesis of some imino-C-nucleoside analogues, is described. Use of the corresponding nitrone does not assist in some cases, but lithiated acetonitrile adds to it efficiently to give a product from which further C-nucleoside analogues can be derived.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetonitriles / chemistry
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Anisoles / chemistry
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Carbohydrates / chemistry*
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Ethers / chemistry
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Heterocyclic Compounds / chemical synthesis*
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Imines / chemistry*
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Lithium / chemistry*
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Magnetic Resonance Spectroscopy
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Nitrogen Oxides / chemistry*
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Nucleosides / chemical synthesis*
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Organometallic Compounds / chemistry*
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Temperature
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Tin Compounds
Substances
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Acetonitriles
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Anisoles
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Carbohydrates
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Ethers
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Heterocyclic Compounds
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Imines
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Nitrogen Oxides
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Nucleosides
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Organometallic Compounds
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Tin Compounds
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nitrones
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acetonitrile anion
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stannic chloride
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Lithium