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Updated: Jan 22, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Total Synthesis of Leuconoxine, Melodinine E, and Mersicarpine through a Radical Translocation-Cyclization Cascade
Ryan Kim1, Andrew J Ferreira1, Christopher M Beaudry1
1Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, OR, 97333, USA.
Abstract:
The Aspidosperma alkaloids leuconoxine, melodinine E, and mersicarpine were synthesized. The approach features a key cascade radical reaction. A 1,5-hydrogen atom transfer is followed by spontaneous 5-exo-trig cyclization to construct the central indoline architecture. Late-stage differentiation of the radical cyclization product by chemoselective oxidation allows production of either the leuconoxine/melodinine E or mersicarpine structure.
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