Total Synthesis of (+)-Leucolusine and (−)-7-<i>epi</i>-Leucolusine
Herein, we report the concise total syntheses of (+)-leucolusine and (-)-7-<i>epi</i>-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 <i>cis</i>-fused octahydrofuro[2,3-<i>b</i>]pyridine unit was efficiently constructed via a one-pot protocol encompassing reduction and <i>oxa</i>-Mannich-type cyclization processes.
Authors
- Fen‐Er Chen (ORCID: https://orcid.org/0000-0002-6734-3388)
- Huijing Wang (ORCID: https://orcid.org/0000-0001-7196-7137)
- Qiantao Wang
- Pei Tang (ORCID: https://orcid.org/0000-0001-9560-6328)
- Han Chen (ORCID: https://orcid.org/0000-0002-5912-3692)
- Yaling Li (ORCID: https://orcid.org/0000-0001-9136-4990)
- Xiaomei Hu (ORCID: https://orcid.org/0000-0001-8817-5603)
- Lei Yu
Institutions
- Sichuan University (CN)
- Fudan University (CN)
- Chemical Synthesis Lab (SG)
- Jiangxi Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-02
- DOI
- https://doi.org/10.1021/acs.orglett.5c01310
- Citations
- 2
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Department of Science and Technology of Sichuan Province