Amine-Salt-Controlled, Catalytic Asymmetric Conjugate Addition of Various Amines and Asymmetric Protonation

The combined use of chiral Pd complex 2 and amine salt enabled completely regulated release of free nucleophilic amine. Under these conditions, an efficient catalytic asymmetric conjugate addition of various amines was achieved to afford β-amino acid derivatives in high chemical yields with up to 98...

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Veröffentlicht in:Organic letters 2004-05, Vol.6 (11), p.1861-1864
Hauptverfasser: Hamashima, Yoshitaka, Somei, Hidenori, Shimura, Yuta, Tamura, Toshihiro, Sodeoka, Mikiko
Format: Artikel
Sprache:eng
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Zusammenfassung:The combined use of chiral Pd complex 2 and amine salt enabled completely regulated release of free nucleophilic amine. Under these conditions, an efficient catalytic asymmetric conjugate addition of various amines was achieved to afford β-amino acid derivatives in high chemical yields with up to 98% ee. Furthermore, a highly enantioselective protonation in 1,4-addition of amine was also developed.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0493711