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Williams, Benjamin M.; Trauner, Dirk (2016): Expedient Synthesis of (+)-Lycopalhine A. In: Angewandte Chemie-international Edition, Vol. 55, Nr. 6: S. 2191-2194
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Abstract

Two amino acids play a key role in the first total synthesis of lycopalhineA. l-glutamic acid serves as a convenient chiral starting material for the 13-step synthesis, and l-proline promotes an unusual 5-endo-trig Mannich cyclization that generates the central pyrrolidine ring of the Lycopodium alkaloid. The bicyclo[3.3.0]octanol moiety of the molecule is formed through an intramolecular aldol addition that may occur spontaneously in nature.