A total synthesis of (+)-negamycin through isoxazolidine allylation.

نویسندگان

  • Roderick W Bates
  • Rab'iah Nisha Khanizeman
  • Hajime Hirao
  • Yu Shan Tay
  • Patcharaporn Sae-Lao
چکیده

The β-amino acid antibiotic (+)-negamycin has been synthesised in ten steps from epichlorohydrin via Sakurai allylation of an isoxazolidine intermediate. The key allylation reaction proceeded with complete trans-selectivity, which is attributed to electrostatic attraction between the chlorine atom and the iminium ion in the Sakurai intermediate.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 12 27  شماره 

صفحات  -

تاریخ انتشار 2014