The synthesis of functionalized bridged polycycles via C-H bond insertion

Beilstein J Org Chem. 2016 May 17:12:985-99. doi: 10.3762/bjoc.12.97. eCollection 2016.

Abstract

This review presents examples from the chemical literature of syntheses of bridged-polycyclic products via C-H bond insertion by carbenes and nitrenes. Applications to natural product synthesis, a description of the essential elements in substrate-controlled reactions, and mechanistic details of transformations are presented. Overall, these transformations allow the construction of important ring systems rapidly and efficiently, though additional catalyst development is needed.

Keywords: C–H bond insertion; bridged rings; carbene; cascade reaction; nitrene.

Publication types

  • Review