Synthesis of tricyclic azetidinones by intramolecular free radical cyclization Academic Article uri icon

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abstract

  • The synthesis of strained tricyclic azetidinones was achieved by free radical cyclization of N-substituted azetidinones involving a tributyltin hydride/AIBN mediated chain reaction. The 5-exo cyclization led to benzo carbapenems 10, 12, and 13, which were relatively unstable in solution. The 6-exo mode, however, afforded stable benzo carbacephems 20, 22, 24, and 25.

publication date

  • January 1, 1987