Chemoselectivity of the Ru-Catalyzed Cycloisomerization Reaction for the Synthesis of Dihydropyrans; Application to the Synthesis of <scp>l</scp>-Forosamine

Michael J. Zacuto, Daisuke Tomita, Zainab Pirzada, Feng Xu

Organic Letters · 2010 · 48 citations · 27 references

Concepts

Abstract

The chemoselectivity of a Ru-catalyzed cycloisomerization reaction has been established. The preference for O- capture of the vinylidene intermediate allows for the synthesis of 4-aminodihydropyrans that are valuable synthetic intermediates. The synthetic utility of these structures has been demonstrated in the synthesis of l-forosamine.

References

27