Stereoselective Synthesis of Furans by the Pd-Catalyzed Oshima−Utimoto Reaction

Stereoselective Synthesis of Furans by the Pd-Catalyzed Oshima−Utimoto Reaction

The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5−10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in...

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Veröffentlicht in:Organic letters 2005-07, Vol.7 (15), p.3367-3370
Hauptverfasser: Evans, Michael A, Morken, James P
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Furans - chemical synthesis
Furans - chemistry
Molecular Structure
Palladium - chemistry
Stereoisomerism
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Zusammenfassung:The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5−10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in a stereoselective fashion.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051275s