Ruthenium-Catalyzed [2+2+2] Cycloaddition of 1,6-Enynes and Unactivated Alkynes: Access to Ring-Fused Cyclohexadienes

Rui Liu; Laurent Giordano; Alphonse Tenaglia

doi:10.1002/asia.201700642

Ruthenium-Catalyzed [2+2+2] Cycloaddition of 1,6-Enynes and Unactivated Alkynes: Access to Ring-Fused Cyclohexadienes

Chem Asian J. 2017 Sep 5;12(17):2245-2257. doi: 10.1002/asia.201700642. Epub 2017 Aug 4.

Authors

Rui Liu¹, Laurent Giordano¹, Alphonse Tenaglia¹

Affiliation

¹ Aix-Marseille Université, CNRS, Centrale Marseille, iSm2, Marseille, France.

PMID: 28628272
DOI: 10.1002/asia.201700642

Abstract

The [2+2+2] intermolecular carbocyclization reactions between 1,6-enynes and alkynes catalyzed by [RuCl(cod)(Cp*)] (cod=1,5-cyclooctadiene, Cp*=pentamethylcyclopentadienyl) are reported to provide bicyclohexa-1,3-dienes. The presented reaction conditions are compatible with internal and terminal alkynes and the chemo- and regioselectivity issues are controlled by the presence of substituents at the propargyl carbon center of the alkyne(s) partner(s).

Keywords: alkynes; cycloaddition; enynes; homogeneous catalysis; ruthenium.