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Synthesis and Fucosidase Inhibitory Study of Unnatural Pyrrolidine Alkaloid 4-epi-(+)-Codonopsinine

  作者 KOTLAND ALEXIS; ACCADBLED FABIEN; ROBEYNS KOEN; BEHR JEANBERNARD  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-10;  页码  4094-4098  
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[摘要]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 alpha-fucosidase.

 
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