The first selective one-pot synthesis of 1,3-dicarbonyl adamantanes from adamantane and 1,3-dimethyladamantane

A new effective strategy for the first direct synthesis of 1,3-dicarbonyl adamantanes from adamantanes is described. A new approach to a simple one-pot functionalization of adamantane and 1,3-dimethyladamantane with CO and various nucleophiles in the presence of the superelectrophilic complex, CBr4·...

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Veröffentlicht in:Tetrahedron letters 2012-07, Vol.53 (27), p.3493-3496
Hauptverfasser: Akhrem, Irena S., Avetisyan, Dzhul’etta V., Afanas’eva, Luidmila V.
Format: Artikel
Sprache:eng
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Zusammenfassung:A new effective strategy for the first direct synthesis of 1,3-dicarbonyl adamantanes from adamantanes is described. A new approach to a simple one-pot functionalization of adamantane and 1,3-dimethyladamantane with CO and various nucleophiles in the presence of the superelectrophilic complex, CBr4·2AlBr3 provides access to important 1,3-dicarbonyl adamantanes with two new functional groups at the bridge-head positions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.04.125