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学科主题: 氟化学
题名: Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy
其他题名: 以PhSO(NTBS)CF2H试剂通过预组装策略对环氧烷类化合物的亲核二氟甲基化开环反应
作者: Shen X(沈晓); Liu QH(刘庆贺); Luo T(罗涛); Hu JB(胡金波)
通讯作者: 胡金波
刊名: Chem.-Eur. J.
发表日期: 2014
DOI: 10.1002/chem.201402506
卷: 20, 期:22, 页:6795-6800
收录类别: SCI
英文摘要: Unlike the facile synthesis of -monofluoromethyl alcohols by nucleophilic monofluoromethylation of epoxides, the synthesis of -difluoromethyl alcohols by nucleophilic difluoromethylation of epoxides still remains a challenge. Herein, studies on tackling this problem with PhSO(NTBS)CF2H (2; TBS=tert-butyldimethylsilyl) are reported. The preorganization of 2 and epoxides with BF3Et2O was found to be crucial for the reaction. The reaction shows excellent regioselectivity and has a broad substrate scope. The facile transformation of the ring-opened products to -difluoromethyl, -difluoromethyl, and -difluoromethylenyl alcohols demonstrates the synthetic utility of the reaction.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38819
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所

Recommended Citation:
Shen X,Liu QH,Luo T,et al. Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy[J]. Chem.-Eur. J.,2014,20(22):6795-6800.
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