Asymmetric Total Synthesis of Propindilactone G

Lin You, Xin‐Ting Liang, Ling‐Min Xu, Yuefan Wang, Jiajun Zhang, Qi Su, Yuanhe Li, Bo Zhang, Shouliang Yang, Jiahua Chen,

Journal of the American Chemical Society · 2015 · 124 citations · 53 references

Concepts

Abstract

A concise total synthesis of (+)-propindilactone G, a nortriterpenoid isolated from the stems of Schisandra propinqua var. propinqua, has been achieved for the first time. The key steps of the synthesis include an asymmetric Diels-Alder reaction, a Pauson-Khand reaction, a Pd-catalyzed reductive hydrogenolysis reaction, and an oxidative heterocoupling reaction. These reactions enabled the synthesis of (+)-propindilactone G in only 20 steps. As a consequence of our synthetic studies, the structure of (+)-propindilactone G has been revised.

References

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