Asymmetric Michael Addition Reaction of 3‐Substituted Oxindoles to Nitroolefins Catalyzed by a Chiral Alkyl‐ Substituted Thiourea Catalyst

Xin Li, Bo Zhang, Zhiguo Xi, Sanzhong Luo, Jin‐Pei Cheng

Advanced Synthesis & Catalysis · 2010 · 113 citations · 54 references

Concepts

Abstract

Abstract A simple alkylthiourea was found to be an effective catalyst for the Michael addition reaction of 3‐substituted oxindole to nitroolefins. A number of 3,3′‐substituted oxindole derivatives, which have two vicinal quaternary‐tertiary chiral centers were synthesized with up to 99% yield, 19:1 dr and 98% ee .

References

54