Asymmetric Bromolactonization Using Amino-thiocarbamate Catalyst

Ling Zhou, Chong Kiat Tan, Xiaojian Jiang, Feng Chen, Ying‐Yeung Yeung

Journal of the American Chemical Society · 2010 · 320 citations · 19 references

Concepts

Abstract

A novel amino-thiocarbamate-catalyzed bromolactonization of unsaturated carboxylic acids has been developed. The scope of the reaction is evidenced by 22 examples of γ-lactones with up to 99% yield and 93% ee. The protocol was applied in the enantioselective synthesis of the key intermediates of VLA-4 antagonists.

References

19