An Ylide Transformation of Rhodium(I) Carbene: Enantioselective Three‐Component Reaction through Trapping of Rhodium(I)‐Associated Ammonium Ylides by β‐Nitroacrylates

Xiaochu Ma, Jun Jiang, Siying Lv, Wenfeng Yao, Yang Yang, Shunying Liu, Fei Xia, Wenhao Hu

Angewandte Chemie · 2014 · 26 citations · 44 references

Concepts

Abstract

Abstract The chiral Rh I –diene‐catalyzed asymmetric three‐component reaction of aryldiazoacetates, aromatic amines, and β‐nitroacrylates was achieved to obtain γ‐nitro‐α‐amino‐succinates in good yields and with high diastereo‐ and enantioselectivity. This reaction is proposed to proceed through the enantioselective trapping of Rh I ‐associated ammonium ylides by nitroacrylates. This new transformation represents the first example of Rh I ‐carbene‐induced ylide transformation.

References

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