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

Wolfgang Oppolzer | Zendy; Akira Ando | Zendy

Open Access

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

Author(s) -

Wolfgang Oppolzer,

Akira Ando

Publication year - 1992

Publication title -

chimia international journal for chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.387

H-Index - 55

eISSN - 2673-2424

pISSN - 0009-4293

DOI - 10.2533/chimia.1992.122

Subject(s) - carbonylation , ene reaction , tandem , catalysis , alkene , intramolecular force , nickel , chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , materials science , carbon monoxide , composite material

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 6 → 3 + 11 is a highly diastereoselective, Ni0-catalyzed, tandem intramolecular alkene allylation/carbonylation reaction.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research