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Updated: May 17, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Total Synthesis of (+)-Leucolusine and (-)-7-epi-Leucolusine
Hanlin Chen1, Yaling Li1, Lei Yu1
1Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Abstract:
Herein, we report the concise total syntheses of (+)-leucolusine and (-)-7-epi-leucolusine achieved in 8 steps starting from commercially available piperidin-2-one. Our strategy highlights a palladium-catalyzed decarboxylative asymmetric allylic alkylation for constructing the δ-lactam bearing a C20 all-carbon quaternary stereocenter. Additionally, the cis-fused octahydrofuro[2,3-b]pyridine unit was efficiently constructed via a one-pot protocol encompassing reduction and oxa-Mannich-type cyclization processes.
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