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Updated: Aug 19, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Expedient Synthesis of (+)-Lycopalhine A
Benjamin M Williams1, Dirk Trauner2
1Department of Chemistry, Ludwig-Maximilians-Universität München, 81377, Munich, Germany.
Abstract:
Two amino acids play a key role in the first total synthesis of lycopalhine A. 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.
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