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Timothy J. Donohoe, Herman O. Sintim, Leena Sisangia, Karl W. Ace, Paul M. Guyo, Andrew Cowley and John D. Harling Utility of the Ammonia-Free Birch Reduction of Electron-Deficient Pyrroles: Total Synthesis of the 20S Proteasome Inhibitor, clasto-Lactacystin β-Lactone Chemistry - A European Journal 11

Version of Record online: 2 MAY 2005 | DOI: 10.1002/chem.200401119

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A new synthesis of the 20S proteasome inhibitor clasto-lactacystin β-lactone is described. Our route to this important natural product involves the partial reduction of an electron deficient pyrrole as a key step and proceeds in just 13 steps and in 15 % overall yield.

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