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Samuel L. Drew, Dr. Andrew L. Lawrence and Prof. Michael S. Sherburn Total Synthesis of Kingianins A, D, and F Angewandte Chemie International Edition 52

Version of Record online: 6 MAR 2013 | DOI: 10.1002/anie.201210084

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A synthesis fit for a king: The total synthesis of (±)-kingianins A, D, and F has been achieved in ten steps. Key features include the gram-scale synthesis and partial reduction of a conjugated tetrayne to a (Z,Z,Z,Z)-tetraene, the domino 8π–6π electrocyclic ring closure of a (Z,Z,Z,Z)-tetraene, and the radical-cation-catalyzed formal Diels–Alder dimerization of functionalized bicyclo[4.2.0]octadiene precursors.

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