Synthesis of Novel Enantiopure Biphenyl <i>P</i>,<i>N-</i>Ligands and Application in Palladium-Catalyzed Asymmetric Addition of Arylboronic Acids to <i>N-</i>Benzylisatin

Hongshan Lai, Zhiyan Huang, Qiong Wu, Yong Qin

The Journal of Organic Chemistry · 2008 · 120 citations · 38 references

Concepts

Abstract

Enantiopure tetra-ortho-substituted biphenyl phosphinoimine ligands (R(a),S)-3 and (S(a),S)-3 were synthesized via multistep reactions. The first asymmetric addition reactions of arylboronic acids to N-benzylisatin catalyzed by Pd(OAc)(2) and (R(a),S)-3 were studied to provide 3-aryl-3-hydroxyoxindoles in moderate yields and enantioselectivities.

References

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