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学科主题: 金属有机化学
题名: Catalytic Asymmetric Synthesis of 3-Hydroxy-3-trifluoromethyl Benzofuranones via Tandem Friedel-Crafts/Lactonization Reaction
其他题名: 不对称催化串联付-克/内酯化反应合成3-羟基-3-三氟甲基苯并呋喃酮
作者: Ren H(任海); Wang P(王盼); Wang LJ(王丽佳); Tang Y(唐勇)
通讯作者: 王丽佳 ; 唐勇
刊名: Org. Lett.
发表日期: 2015
DOI: 10.1021/acs.orglett.5b02440
卷: 17, 期:19, 页:4886-4889
收录类别: SCI
文章类型: 论文
英文摘要: A highly enantioselective and regioselective chiral Lewis acid catalyzed tandem Friedel-Crafts/lactonization reaction is reported, providing direct access to plenty of 3-hydroxy-3-trifluoromethyl benzofuran-2-ones in up to 94% yields with up to >99% ee. Mechanistic study reveals that the interactions between the phenolic hydroxyl group and trifluoropyruvate are the most likely contributing factor to the high enantio- and regioselectivity. Optically pure (-)-BHFF can be obtained in gram-scale with 0.05 mol % catalyst, demonstrating the potentially utility of this method in medicinal chemistry.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000362384700060
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39642
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所, 金属有机化学国家重点实验室

Recommended Citation:
Ren H,Wang P,Wang LJ,et al. Catalytic Asymmetric Synthesis of 3-Hydroxy-3-trifluoromethyl Benzofuranones via Tandem Friedel-Crafts/Lactonization Reaction[J]. Org. Lett.,2015,17(19):4886-4889.
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