Regio- and Stereocontrol in Rhenium-Catalyzed Transposition of Allylic Alcohols

Aaron T. Herrmann, Tatsuo Saito, Craig E. Stivala, Janine K. Tom, Armen Zakarian

Journal of the American Chemical Society · 2010 · 90 citations · 19 references

Concepts

Abstract

A hydroxyl group-directed, highly regio- and stereoselective transposition of allylic alcohols based on rhenium catalysis has been developed. The method is suitable for a direct isomerization of acetals into the thermodynamically preferred isomer as long as one of the hydroxyl groups is allylic. This method will expand the scope of rhenium-catalyzed alcohol transpositions for complex molecule synthesis.

References

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