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Asymmetric synthesis of jaspine B (pachastrissamine) via an organocatalytic aldol reaction as key step.

  作者 Enders, Dieter;Terteryan, Violeta;Palecek, Jiri;  
  选自 期刊  Synthesis;  卷期  2008年-14;  页码  2278-2282  
  关联知识点  
 

[摘要]The asym. synthesis of jaspine B (pachastrissamine) using a (R)-proline-catalyzed enantioselective aldol reaction as key step is described. Jaspine B was synthesized from the com. available and inexpensive 1-pentadecanal and the dihydroxyacetone equiv. 2,2-dimethyl-1,3-dioxan-5-one in 9 steps with good overall yield (23.6%) and excellent stereoselectivity (>98% de, 95% ee).

 
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