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Totally Synthetic by Paul H. Docherty, 27 March 2006

Total Synthesis of Sarain A


N. K. Garg, S. Hiebert, L. E. Overman, Angew. Chem. Int. Ed. 2006, 45, 2912-2915.

DOI: 10.1002/anie.200600417

Rather strange looking compoung; two fused macrocycles in a pentacyclic system. The final cyclisation goes via a Stille coupling, using the trans-vinyl stannane and a cis-vinyl iodide. However, more interesting to me was the condensation approach for creation of the eight-member ring in 86%. Nice.