A new route to platencin via decarboxylative radical cyclization.

نویسندگان

  • Gamal A I Moustafa
  • Yuki Saku
  • Hiroshi Aoyama
  • Takehiko Yoshimitsu
چکیده

A new approach to platencin, a potent antibiotic isolated from Streptomyces platensis, has been established. The highly congested tricyclic core of the natural product was successfully constructed by decarboxylative radical cyclization of an alkynyl silyl ester with Pb(OAc)4 in the presence of pyridine in refluxing 1,4-dioxane. The key decarboxylation, which likely takes place via lead(IV) esterification followed by carbon-centered radical generation and subsequent capture of the radical with a triple bond, allows the rapid construction of the twisted polycyclic system.

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عنوان ژورنال:
  • Chemical communications

دوره 50 99  شماره 

صفحات  -

تاریخ انتشار 2014