Amine-salt-controlled, catalytic asymmetric conjugate addition of various amines and asymmetric protonation

Y Hamashima, H Somei, Y Shimura, T Tamura…

Index: Hamashima, Yoshitaka; Somei, Hidenori; Shimura, Yuta; Tamura, Toshihiro; Sodeoka, Mikiko Organic Letters, 2004 , vol. 6, # 11 p. 1861 - 1864

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Citation Number: 104

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 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.