Direct Catalytic Asymmetric Doubly Vinylogous Michael Addition of α,β‐Unsaturated γ‐Butyrolactams to Dienones

Xiaodong Gu, Tingting Guo, Yuanyuan Dai, Allegra Franchino, Jie Fei, Chuncheng Zou, Darren J. Dixon, Jinxing Ye

Angewandte Chemie International Edition · 2015 · 101 citations · 62 references

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Abstract

An asymmetric doubly vinylogous Michael addition (DVMA) of α,β-unsaturated γ-butyrolactams to sterically congested β-substituted cyclic dienones with high site-, diastereo-, and enantioselectivity has been achieved. An unprecedented DVMA/vinylogous Michael addition/isomerization cascade reaction affords chiral fused tricyclic γ-lactams with four newly formed stereocenters.

References

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