Biomimetic Synthesis of Antimalarial Naphthoquinones

Jeremiah P. Malerich, Thomas J. Maimone, Gregory I. Elliott, Dirk Trauner

Journal of the American Chemical Society · 2005 · 112 citations · 12 references

Concepts

Abstract

The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6pi electrocyclizations is reported.

References

12