Benzoylureas as removable cis amide inducers: synthesis of cyclic amides via ring closing metathesis (RCM).

نویسندگان

  • Ryan M Brady
  • Yelena Khakham
  • Guillaume Lessene
  • Jonathan B Baell
چکیده

Rapid and high yielding synthesis of medium ring lactams was made possible through the use of a benzoylurea auxiliary that serves to stabilize a cisoid amide conformation, facilitating cyclization. The auxiliary is released after activation under the mild conditions required to deprotect a primary amine, such as acidolysis of a Boc group in the examples given here. This methodology is a promising tool for the synthesis of medium ring lactams, macrocyclic natural products and peptides.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 9 3  شماره 

صفحات  -

تاریخ انتشار 2011