Catalytic, highly enantioselective, direct amination of enecarbamates

Amination of enecarbamates with dibenzylazodicarboxylate and oxygenated nucleophiles in the presence of a catalytic amount of chiral phosphoric acid afforded optically active stable precursors of α-hydrazinoimines, which were reduced or oxidized, respectively, to vicinal diamines or α-amino acid pre...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (25), p.5383-5386
Hauptverfasser: Dumoulin, Audrey, Lalli, Claudia, Retailleau, Pascal, Masson, Géraldine
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Sprache:eng
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Zusammenfassung:Amination of enecarbamates with dibenzylazodicarboxylate and oxygenated nucleophiles in the presence of a catalytic amount of chiral phosphoric acid afforded optically active stable precursors of α-hydrazinoimines, which were reduced or oxidized, respectively, to vicinal diamines or α-amino acid precursors with excellent yield and enantioselectivity.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc08052a