Asymmetric Synthesis of β‐Amino Nitriles through a Sc<sup>III</sup>‐Catalyzed Three‐Component Mannich Reaction of Silyl Ketene Imines

Jiannan Zhao, Xiaohua Liu, Weiwei Luo, Ming‐Sheng Xie, Lili Lin, Xiaoming Feng

Angewandte Chemie International Edition · 2013 · 91 citations · 71 references

Concepts

Abstract

A range of β-amino nitriles containing contiguous tertiary and quaternary stereogenic carbon centers were synthesized by using the title reaction. The reaction was catalyzed by a chiral N,N′-dioxide scandium(III) complex under mild reaction conditions. Based on experimental investigations, a possible transition state has been proposed to explain the origin of asymmetric inductivity.

References

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