Rhodium-Catalyzed [2 + 2 + 2] Cyclotrimerization in an Aqueous−Organic Biphasic System

Hidenori Kinoshita, Hiroshi Shinokubo, Koichiro Oshima

Journal of the American Chemical Society · 2003 · 112 citations · 13 references

Concepts

Abstract

Macrocyclization via rhodium-catalyzed intramolecular [2 + 2 + 2] annulation of triynes has been explored in an aqueous-organic biphasic system. The biphasic system controls the concentration of hydrophobic substrates in the aqueous reaction phase and offers diluted reaction conditions without the use of a slow addition technique. The system also achieves selective cross-annulation between hydrophobic diynes and hydrophilic alkynes.

References

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