期刊
ORGANIC LETTERS
卷 18, 期 5, 页码 960-963出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00030
关键词
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资金
- National Basic Research Program of China [973-2015CB856600]
- National Nature Science Foundation of China [21225210, 21202185, 21421091, 21472217]
The total syntheses of two fluorinated alkaloids, 6-(R)-fluoroswainsonine and 5-(R)-fluorofebrifugine, are described. Both encompass (4aS,7R,8aR)-7-fluoro-5-tosylhexahydro-4H-[1,3]dioxino[5,4-b]pyridine as a key synthon which is obtained through a further optimized palladium-catalyzed aminofluorination of alkenes with high diastereoselectivity. 6-(R)-Fluoroswainsonine is synthesized from the key synthon in 14 steps, and 5-(R)-fluorofebrifugine requires a sequential 15-step transformation.
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