Total synthesis of dehaloperophoramidine using a highly diastereoselective Hosomi-Sakurai reaction.

نویسندگان

  • Ross P Wilkie
  • Andrew R Neal
  • Craig A Johnston
  • Nicholas Voute
  • Christopher S Lancefield
  • Matthew D Stell
  • Federico Medda
  • Edward F Makiyi
  • Emma M Turner
  • O Stephen Ojo
  • Alexandra M Z Slawin
  • Tomas Lebl
  • Peter Mullen
  • David J Harrison
  • Chris M Ireland
  • Nicholas J Westwood
چکیده

The synthesis of dehaloperophoramidine, a non-halogenated derivative of the marine natural product perophoramidine, and its biological activity towards HCT116, HT29 and LoVo colorectal carcinoma cells is reported. A [3,3]-Claisen rearrangement and an epoxide opening/allylsilylation reaction installed the contiguous all-carbon quaternary stereocentres with the required relative stereochemistry.

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عنوان ژورنال:
  • Chemical communications

دوره 52 71  شماره 

صفحات  -

تاریخ انتشار 2016