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Manganese(III)-Assisted Specific Intramolecular Addition

  作者 ITO YOSUKE; JOGO SHUNSUKE; FUKUDA NORIKO; OKUMURA RYO; NISHINO HIROSHI  
  选自 期刊  Synthesis;  卷期  2011年-9;  页码  1365-1374  
  关联知识点  
 

[摘要]Oligomethylene-tethered omega-alkenyl 3-oxobutanoates and 3-oxobutanamides underwent manganese(III)-mediated oxidative intramolecular addition to produce dihydrofuran-fused macrolides and macrocyclic amides from 8 to 26 members. A similar reaction of the oligooxamethylene-tethered omega-alkenyl 3-oxobutanoates also gave dihydrofuran-fused crown ether type macrolides which had a phase-transfer ability with sodium and potassium picrates. The manganese(III)-assisted specific intramolecular addition could be explained by the pi-complexation of the w-alkenyl part with the manganese(III) enolate.

 
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