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Cafestol to Tricalysiolide B and Oxidized Analogues: Biosynthetic and Derivatization Studies Using Non-heme Iron Catalyst Fe(PDP)

  作者 BIGI MARINUS A; LIU PENG; ZOU LUFENG; HOUK K N; WHITE M CHRISTINA  
  选自 期刊  SYNLETT;  卷期  2012年-19;  页码  2768-2772  
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[摘要]The tricalysiolides are a recently isolated class of diterpene natural products featuring the carbon backbone of the wellknown coffee extract, cafestol. Herein we validate the use of our non-heme iron complex, Fe(PDP), as an oxidative tailoring enzyme mimic to test the proposal that this class of natural products derives from cafestol via cytochrome P-450-mediated furan oxidation. Thereafter, as predicted by computational analysis, C-H oxidation derivatization studies provided a novel 2 degrees alcohol product as a single diastereomer.

 
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