Synthesis and fucosidase inhibitory study of unnatural pyrrolidine alkaloid 4-epi-(+)-codonopsinine |
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Authors: | Kotland Alexis Accadbled Fabien Robeyns Koen Behr Jean-Bernard |
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Institution: | Institut de Chimie Mole?culaire de Reims, UFR Sciences, CNRS, BP 1039, 51687 Reims Cedex 2, France. |
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Abstract: | The total synthesis of enantiopure 4-epi-(+)-codonopsinine was achieved in 10 steps starting from D-ribose as a chiral building block. The key step involved a highly stereoselective nucleophilic addition of a Grignard reagent to a protected ribosylamine. Synthesis of the N-desmethyl derivative and its p-tolyl analogue was also accomplished, and the compounds were assayed against α-fucosidase. |
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