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KMID : 1059520050490010056
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Journal of the Korean Chemical Society
2005 Volume.49 No. 1 p.56 ~ p.62
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The Development of a New Synthetic Method for Cyclic Dehydroamino Acid Derivatives by the Intramolecular Cyclization Reaction via Imine Anion
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전근호/Chun KH
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Abstract
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The polyhydroxy dehydroamino acid derivative that has a mesyl group as a leaving group was synthesized starting from D-arabinose. When this dehydroamino acid was treated with strong base, a hydrogen on amide nitrogen was abstracted to form an imine anion. The resulting imine anion immediately performed a substitution reaction with a carbon that has a mesyl group, and a new cyclized dehydroamino acid derivative was produced in high yield.
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KEYWORD
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