Construction of the Complete Aromatic Core of Diazonamide A by a Novel Hetero Pinacol Macrocyclization Cascade Reaction

K. C. Nicolaou, Xianhai Huang, Nicolas Giuseppone, Paraselli Bheema Rao, Marco Bella, Mali V. Reddy, Scott A. Snyder

Angewandte Chemie International Edition · 2001 · 80 citations · 72 references

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Abstract

One of the most enticing natural products isolated in recent years and a serious challenge to synthetic chemists is represented by the potent anticancer agent diazonamide A (1). By utilizing a highly convergent approach, the ABCDEF macrocycle 2 was constructed in only 16 linear steps based on a key intermolecular Suzuki coupling reaction to generate the C16−C18 biaryl linkage and a remarkable SmI2-induced hetero pinacol coupling cascade sequence. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2001/z17940_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

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