期刊
ORGANIC LETTERS
卷 22, 期 7, 页码 2730-2734出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00689
关键词
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资金
- NSFC [21672203]
- Changchun Institute of Applied Chemistry
- Chinese Academy of Sciences
Illicium sesquiterpenes are a synthetically fascinating family of polycyclic natural products owing to their diversified pharmacological activities and structural complexity. Our cumulative efforts on developing a universal reductive coupling strategy toward stereoselective assembly of illicium sesquiterpenes recently resulted in a total synthesis of 11-O-debenzoyltashironin, a rare illicium sesquiterpene with a unique allo-cedrane carbon skeleton exhibiting prominent neurotropic activity, with complete stereochemical control. Our key tactics involved an unprecedented Pd(II)-catalyzed 5-endo ene-yne cyclization that directly allowed strained trans-5-6 ring fusion and a late-stage transannular McMurry coupling that furnished the compacted tetracyclic carbon skeleton rapidly.
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