4.6 Article

Selectivity in Metal-Catalyzed Carbon-Carbon Bond Cleavage of Alkylidenecyclopropanes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 32, Pages 9712-9721

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201001246

Keywords

alkylidenecyclopropane; insertion; quaternary stereocenters; ring-opening; selectivity

Funding

  1. State of Lowea-Saxony
  2. Volkswagen Foundation, Hannover. Germany
  3. Israel Science Foundation
  4. Israel Academy of Sciences and Humanities [70/08]

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When more complex system leads to simpler reactivity profile the ring-opening of strained three-membered rings such as methylene- and alkylidenecyclopropanes generally lead to several products If one starts with more functionalized carbon skeletons, selective reactions are now observed and rationalization as well as synthetic applications are described in this concept article. This methodology could be used to the preparation of challenging structural motifs possessing quaternary carbon stereocenters in acyclic systems

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