Palladium-catalyzed cyclization of bromoenynamides to tricyclic azacycles: synthesis of trikentrin-like frameworks

Craig D. Campbell, Rebecca L. Greenaway, Oliver T. Holton, Helen A. Chapman, Edward A. Anderson

Chemical Communications · 2013 · 30 citations · 37 references

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Abstract

Palladium-catalyzed cascade cyclization of bromoenynamides equipped with an additional alkyne or ynamide substituent affords azatricyclic products. Using 5- to 7-membered ring tethers, this chemistry offers a regiospecific route to highly-functionalized azacycles. Elaboration to the trikentrin B skeleton is achieved from the arylsilane cyclization products.

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