Tandem Michael Addition/Ylide Epoxidation for the Synthesis of Highly Functionalized Cyclohexadiene Epoxide Derivatives

Qinggang Wang, Xianming Deng, Ben‐Hu Zhu, Long‐Wu Ye, Xiu‐Li Sun, Chuan‐Ying Li, Chunyin Zhu, Qi Shen, Yong Tang

Journal of the American Chemical Society · 2008 · 105 citations · 36 references

Concepts

Abstract

A highly efficient diastereoselective synthesis of cyclohexadiene epoxide derivatives with a multi-stereocenter has been developed via a tandem ylide Michael addition/epoxidation. By employing a chiral sulfonium ylide, up to 96% ee can be achieved in good yields.

References

36