Total synthesis of (-)-epimyrtine by a gold-catalyzed hydroamination approach.

Thi Thanh Huyen Trinh (1) , Khanh Hung Nguyen (1) , Patricia de Aguiar Amaral (1) , Nicolas Gouault (1)

1 ISCR - Institut des Sciences Chimiques de Rennes

A new approach to the total synthesis of (-)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natural product in a few steps and good overall yield.

Domaines: Chimie; Chimie organique

Thi Thanh Huyen Trinh, Khanh Hung Nguyen, Patricia de Aguiar Amaral, Nicolas Gouault. Total synthesis of (-)-epimyrtine by a gold-catalyzed hydroamination approach.. Beilstein Journal of Organic Chemistry, 2012, 9, pp.2042-7. ⟨10.3762/bjoc.9.242⟩. ⟨hal-01116168⟩