Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy

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	Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy
	Shen X(沈晓); Liu QH(刘庆贺); Luo T(罗涛); Hu JB(胡金波)
刊名	Chem.-Eur. J.
	2014
卷号	20 期号:22 页码:6795-6800
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
通讯作者	胡金波
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.
学科主题	氟化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1002/chem.201402506
语种	英语
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/38819]
专题	上海有机化学研究所_中科院有机氟化学重点实验室
作者单位	中科院上海有机化学研究所
推荐引用方式 GB/T 7714	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.
APA	沈晓,刘庆贺,罗涛,&胡金波.(2014).Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy.Chem.-Eur. J.,20(22),6795-6800.
MLA	沈晓,et al."Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy".Chem.-Eur. J. 20.22(2014):6795-6800.