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DE NOVO ASYMMETRIC APPROACH TO 8a-epi-SWAINSONINE

  作者 CORAL JASON A; GUO HAIBING; SHAN MINGDE; ODOHERTY GEORGE A  
  选自 期刊  Heterocycles;  卷期  2009年79-1;  页码  521-529  
  关联知识点  
 

[摘要]An improved method for the synthesis of (-)-8a-epi-swainsonine has been developed with 9 fewer steps than the original route. The synthetic improvements include a two-step procedure for the preparation of benzyl 4-(furan-2-yl)-4-oxobutylcarbamate from pyrrolidin-2-one and a two-step procedure for the preparation of benzyl 3-((3aS,4S,6R,7aR)-4-(benzyloxy)tetrahydro-2,2-dimethyl-7-oxo-3aH-[1,3]d ioxolo[4,5-c]pyran-6-yl)- propylcarbamate from benzyl 3-((2R,6S)-6-(benzyloxy)-3,6-dihydro-3-oxo-2H-pyran-2yl)propylcarbamate.

 
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