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

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

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.

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Veröffentlicht in:Organic letters 2005-03, Vol.7 (5), p.929-931
Hauptverfasser: Feldman, Ken S, Skoumbourdis, Amanda P
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids - chemical synthesis
Alkaloids - chemistry
Catalysis
Cyclization
Imidazoles - chemical synthesis
Imidazoles - chemistry
Indicators and Reagents
Molecular Structure
Oxidation-Reduction
Stereoisomerism
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0500113