Enantioselective Thiourea-Catalyzed Intramolecular Cope-Type Hydroamination

Adam R. Brown, Christopher Uyeda, Carolyn A. Brotherton, Eric N. Jacobsen

Journal of the American Chemical Society · 2013 · 109 citations · 58 references

Concepts

Abstract

Catalysis of Cope-type rearrangements of bis-homoallylic hydroxylamines is demonstrated using chiral thiourea derivatives. This formal intramolecular hydroamination reaction provides access to highly enantioenriched α-substituted pyrrolidine products and represents a complementary approach to metal-catalyzed methods.

References

58