Concepedia

Extending Pummerer Reaction Chemistry. Synthesis of (±)-Dibromophakellstatin by Oxidative Cyclization of an Imidazole Derivative

Ken S. Feldman, Amanda P. Skoumbourdis

Organic Letters · 2005 · 72 citations · 26 references

DOI

Concepts

Abstract

The diastereoselective oxidative cyclization of a dihydrooroidin derivative is reported. The thioimidate product formed by application of a new variant of the Pummerer reaction serves as a precursor to dibromophakellstatin. [reaction: see text]

References

26

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New Oxidative Transformations of Phenolic and Indolic Oxazolines:  An Avenue to Useful Azaspirocyclic Building Blocks

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Hypervalent Iodine-Mediated Vicinal Syn Diazidation:  Application to the Total Synthesis of (±)-Dibromophakellstatin

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