First total synthesis of the marine natural products clavulolactones II and III.

نویسندگان

  • Charlotte M Miller
  • Tore Benneche
  • Marcus A Tius
چکیده

The first total synthesis of the marine prostanoids clavulolactones II and III is presented from an easily accessible chiral, non-racemic cyclopentenone intermediate. Key steps involve selective TBDMS deprotection, selective reduction of the β-side chain and aldol condensation. Clavulolactones II and III were successfully prepared from (S)-4-((tert-butyldimethylsilyl)oxy) cyclopent-2-en-1-one over nine steps, in overall yields of 21 and 7% respectively.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 13  شماره 

صفحات  -

تاریخ انتشار 2015