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James R. Frost, Dr. Colin M. Pearson, Dr. Thomas N. Snaddon, Dr. Richard A. Booth and Prof. Steven V. Ley Convergent Total Syntheses of Callipeltosides A, B, and C Angewandte Chemie International Edition 51

Version of Record online: 22 AUG 2012 | DOI: 10.1002/anie.201204868

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Going for the hat-trick: The synthesis of the entire callipeltoside family of natural products is described. Key to this synthesis was the coupling of the di-ene-yne and pyran fragments by a diastereoselective alkenylzinc addition allowing rapid access to the common aglycon. Attachment of each relevant L-configured sugar resulted in the first total synthesis of callipeltoside B (see scheme), and the syntheses of callipeltosides A and C.

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