Rational Design of Organocatalyst: Highly Stereoselective Michael Addition of Cyclic Ketones to Nitroolefins

Bin Tan, Xiaofei Zeng, Yunpeng Lu, Pei Juan Chua, Guofu Zhong

Organic Letters · 2009 · 118 citations · 41 references

Concepts

Abstract

A remarkable organocatalyst that facilitates the asymmetric Michael addition of cyclic ketones to nitroolefins in excellent stereoselectivities (98:2 to >99:1 dr, 92% to >99% ee) has been developed and afforded various types of optically active nitroalkane derivatives of synthetic and biological importance. The extremely simple and practical operational procedure at room temperature increases the attractiveness of this reaction.

References

41