Catalytic Enantioselective Desymmetrization of meso-Diamines: A Dual Small-Molecule Catalysis Approach

The desymmetrization of meso-diamines was accomplished via enantioselective monobenzoylation facilitated by the cooperative action of two small-molecule catalysts. A chiral acyl-transfer reagent is formed in situ through the interplay of benzoic anhydride, 4-(dimethylamino)pyridine as a nucleophilic...

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Veröffentlicht in:Journal of the American Chemical Society 2011-09, Vol.133 (37), p.14538-14541
Hauptverfasser: De, Chandra Kanta, Seidel, Daniel
Format: Artikel
Sprache:eng
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Zusammenfassung:The desymmetrization of meso-diamines was accomplished via enantioselective monobenzoylation facilitated by the cooperative action of two small-molecule catalysts. A chiral acyl-transfer reagent is formed in situ through the interplay of benzoic anhydride, 4-(dimethylamino)pyridine as a nucleophilic catalyst, and a chiral amide–thiourea cocatalyst.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja2060462