Formal Synthesis of (±)-Coriolin by Diastereocontrolled Nickel(0)-Catalyzed 'Metallo-ene-type' Cyclization/Methoxycarbonylation

Authors

  • Wolfgang Oppolzer
  • Akira Ando

DOI:

https://doi.org/10.2533/chimia.1992.122

Keywords:

Abstract

Bicyclooctanone (±)-2, an advanced intermediate for the synthesis of (±)-coriolin, has been synthesized in ten steps starting from 2,2-dimethylpent-4-enal (7). The key step 63 + 11 is a highly diastereoselective, Ni0-catalyzed, tandem intramolecular alkene allylation/carbonylation reaction.

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Published

1992-04-29