Chiral Lanthanum(III)-Binaphthyldisulfonate Complexes for Catalytic Enantioselective Strecker Reaction

Chiral Lanthanum(III)-Binaphthyldisulfonate Complexes for Catalytic Enantioselective Strecker Reaction

A catalytic enantioselective Strecker reaction catalyzed by novel chiral lanthanum(III)−binaphthyl disulfonate complexes was developed. The key to promoting the reactions was a semistoichiometric amount of AcOH or i-PrCO2H, which takes advantage of HCN generation in situ. The corresponding cyanation...

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Veröffentlicht in:Organic letters 2009-06, Vol.11 (11), p.2321-2324
Hauptverfasser: Hatano, Manabu, Hattori, Yasushi, Furuya, Yoshiro, Ishihara, Kazuaki
Format: Artikel
Sprache:eng
Schlagworte:
Arylsulfonates - chemistry
Catalysis
Lanthanum - chemistry
Molecular Structure
Naphthalenes - chemistry
Nitriles - chemical synthesis
Nitriles - chemistry
Stereoisomerism
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Zusammenfassung:A catalytic enantioselective Strecker reaction catalyzed by novel chiral lanthanum(III)−binaphthyl disulfonate complexes was developed. The key to promoting the reactions was a semistoichiometric amount of AcOH or i-PrCO2H, which takes advantage of HCN generation in situ. The corresponding cyanation products were obtained in high yields and with high enantioselectivities.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol900680f