The Squaramide‐Catalyzed 1,3‐Dipolar Cycloaddition of Nitroalkenes with <i>N</i>‐2,2,2‐Trifluoroethylisatin Ketimines: An Approach for the Synthesis of 5′‐Trifluoromethyl‐spiro[pyrrolidin‐3,2′‐oxindoles]

Quantao Sun, Xiaoyuan Li, Jinhuan Su, Long Zhao, Mingxia Ma, Yuan‐Yuan Zhu, Yanyan Zhao, Ranran Zhu, Wenjin Yan, Kairong Wang,

Advanced Synthesis & Catalysis · 2015 · 100 citations · 74 references

Concepts

Abstract

Abstract A Cinchona alkaloid‐derived squaramide‐catalyzed asymmetric cycloaddition of trfluoromethyl‐containing azomethine ylides with β‐nitroalkenes was realized under mild conditions. A series of biologically important 5′‐trifluoromethyl‐ spiro[pyrrolidin‐3,2′‐oxindoles] was synthesized efficiently by this process in excellent yields, enantioseletivities and diastereoselectivities. magnified image

References

74