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

Yoshitaka Hamashima, Hidenori Somei, Yuta Shimura, Toshihiro Tamura, Mikiko Sodeoka

Organic Letters · 2004 · 126 citations · 10 references

Abstract

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 beta-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. [reaction: see text]

References

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