Asymmetric synthesis of cyclopropanes and dihydrofurans based on phosphine oxide chemistry.

نویسندگان

  • David J Fox
  • Sean Parris
  • Daniel Sejer Pedersen
  • Charles R Tyzack
  • Stuart Warren
چکیده

The asymmetric synthesis of gamma-azido trans-cyclopropyl ketones is accomplished via a short, simple and efficient sequence. The cyclopropanation step is achieved by an intramolecular nucleophilic ring closure, with a diphenylphosphinate leaving group, to give trans-cyclopropane exclusively. beta-Keto-diphenylphosphine oxides cyclise to form optically active dihydrofurans. All possible diastereoisomers of dihydrofurans can be prepared selectively starting from the same olefin.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 4 16  شماره 

صفحات  -

تاریخ انتشار 2006