Pt(II)- or Au(III)-Catalyzed [3+2] Cycloaddition of Metal-Containing Azomethine Ylides:  Highly Efficient Synthesis of the Mitosene Skeleton

Hiroyuki Kusama, Yuichi Miyashita, Jun Takaya, Nobuharu Iwasawa

Organic Letters · 2005 · 135 citations · 28 references

Concepts

Abstract

[reaction: see text] Only 1-3 mol % of PtCl(2) or AuBr(3) was sufficient to promote generation and [3+2] cycloaddition of transition-metal-containing azomethine ylides derived from N-(o-alkynylphenyl)imines bearing an internal alkyne moiety. A highly efficient method for the preparation of synthetically useful tricyclic indole derivatives having a substituent at the 3-position of the indole nucleus was established by this method.

References

28