Chiral Phosphoric Acid Catalyzed Addition of Dihydropyrans to <i>N</i>-Acyl Imines: Stereocontrolled Access to Enantioenriched Spirocyclic Oxazoletetrahydropyrans with Three Contiguous Stereocenters

Guilong Li, Matthew J. Kaplan, Łukasz Wojtas, Jon C. Antilla

Organic Letters · 2010 · 39 citations · 23 references

Concepts

Abstract

Dihydropyran derivatives readily undergo addition to N-acyl imines in the presence of chiral phosphoric acids. This addition process yields an attractive product that is capable of a tandem oxidative-cyclization via an epoxide intermediate.

References

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