Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A

James E. Rixson, Brian W. Skelton, George A. Koutsantonis, Kersten M. Gericke, Scott G. Stewart

Organic Letters · 2013 · 26 citations · 34 references

Concepts

Abstract

A domino alkyne addition/CO insertion/Nu acylation reaction to a series of novel anthrapyran-2-ones in good to excellent yields is described. In addition, an efficient synthetic sequence involving carbonylation, formation of a β-keto-sulfoxide, and cyclization is presented en route to the antibiotic and antitumor compound (±)-BE-26554A.

References

34