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学科主题: 氟化学
题名: Asymmetric synthesis of trifluoromethylated propargylamines via 1,2-additions of trifluoromethylacetylide to N-tert-butanesulfinyl imines
其他题名: Asymmetric synthesis of trifluoromethylated propargylamines via 1,2-additions of trifluoromethylacetylide to N-tert-butanesulfinyl imines
作者: Chen XY(陈先印) ; Qiu XL(邱小龙) ; Qing FL(卿凤翎)
通讯作者: 卿凤翎
刊名: Tetrahedron
发表日期: 2008
卷: 64, 期:10, 页:2301-2306
收录类别: SCI
部门归属: 东华大学; 上海有机所
英文摘要: An efficient method for the asymmetric synthesis of the trifluoromethylated propargylamines was described. Addition of lithium trifluoromethylacetylide, in situ prepared from lithium diisopropylamide and the 2-bromo-3,3,3-trifluoropropene, to various N-tert-butanesulfinyl imines provided a range of trifluoromethylated propargyl sulfinamides. Besides high yields and excellent diastereoselectivities, the additions featured that the diastereoselectivities could be reversed when polar or nonpolar solvent was used. Acidic cleavage of the tert-butanesulfinyl groups delivered highly optically pure trifluoromethylated propargylamines. (C) 2008 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000253432600002
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17645
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Chen XY,Qiu XL,Qing FL. Asymmetric synthesis of trifluoromethylated propargylamines via 1,2-additions of trifluoromethylacetylide to N-tert-butanesulfinyl imines[J]. Tetrahedron,2008,64(10):2301-2306.
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