Ruthenium-Catalyzed Reactions of Acyclic α,β-Enones with Olefins and Their Reaction Mechanisms

Taisuke Sato, Fumitoshi Kakiuchi, Naoto Chatani, Shinji Murai

Chemistry Letters · 1998 · 61 citations · 7 references

Concepts

Abstract

Abstract The reaction of 4,4-dimethyl-5-phenyl-4-peneten-3-one with styrene (2) using Ru(H)2(CO)(PPh3)3 as the catalyst gave the stereochemically retained product. In the case of 2,2-dimethyl-4-hexen-3-one, the stereochemically inverted branched product was obtained. These results are consistent with two different reaction pathways operating, i.e. one involving a direct C-H bond cleavage and the other, a pathway involving hydrometallation.

References

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