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Rapid Construction of (-)-Paroxetine and (-)-Femoxetine via N-Heterocyclic Carbene Catalyzed Homoenolate Addition to Nitroalkenes.
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2014-04-01 , DOI: 10.1002/ajoc.201402031
Nicholas A White 1 , Kerem E Ozboya 1 , Darrin M Flanigan 1 , Tomislav Rovis 1
Affiliation  

A concise enantioselective synthesis of (-)-paroxetine (Paxil) and (-)-femoxetine has been achieved. Key to these syntheses is a N-heterocyclic carbene catalyzed homoenolate addition to a nitroalkene followed by in situ reduction of the nitro-group to rapidly access δ-lactams.

中文翻译:

通过 N-杂环卡宾催化高烯醇加成至硝基烯烃快速构建 (-)-帕罗西汀和 (-)-非莫西汀。

已经实现了 (-)-帕罗西汀 (Paxil) 和 (-)-非莫西汀的简明对映选择性合成。这些合成的关键是N-杂环卡宾催化的高烯醇加成到硝基烯烃上,然后原位还原硝基以快速获得δ-内酰胺。
更新日期:2014-04-03
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