Hydrophobic N,N-Diarylammonium Pyrosulfates as Dehydrative Condensation Catalysts under Aqueous Conditions

Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst spe...

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Veröffentlicht in:Organic letters 2012-01, Vol.14 (1), p.30-33
Hauptverfasser: Sakakura, Akira, Koshikari, Yoshiki, Akakura, Matsujiro, Ishihara, Kazuaki
Format: Artikel
Sprache:eng
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Zusammenfassung:Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2027366